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As you get older, you realize that age is not the real thing

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that should be biased against.

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It's curiosity.

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You can actually learn anything at any age if you're passionate

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and curious about learning it.

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And if you're passionate and curious about learning a topic such as AI,

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and you have the experience and the wisdom to know how to learn and how

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to process and curate knowledge, you can become extremely powerful.

Speaker:

Was in the admin.

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may know and have heard of the Shrek team.

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our 301st episode, are inviting back one of

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Um,

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knowledge.

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I love having conversations with Jim.

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In this episode, we're probably going to speak about insights from the

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past five years, The evolving tech and leadership landscape, possible

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predictions for the next five years.

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Jim, welcome back to Seek Go Create.

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Thanks, Tim.

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This is going to be awesome.

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Excellent.

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Excellent.

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That's crazy.

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said, you know what?

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I'm kind of getting tired of doing special stuff every time we hit these.

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But.

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I think I'd like to revisit, and when I looked at the calendar, it was

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almost five years exactly, that I had

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Um,

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the most famous guest we've ever had, and

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roll, drum roll, please.

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I'm gonna, with two letters, I'm gonna tell you who it is.

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AI.

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You had, you had a.

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I did a live interview.

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Well, I've got to clarify here.

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I actually had it scheduled before I was going to talk to you.

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We haven't done it.

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Oddly enough, AI rescheduled on me.

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so that's kind of weird.

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Something about, chat GPT said Elon Musk was doing a hostile

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takeover or something like that.

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And so, but anyway, I think I'm scheduling that later.

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So later I might, I know you and I are going to talk a little bit about AI.

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So.

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So that's where we are.

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300 was AI, 301 Jim Cook, 302 Mike Baer, and I think if

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were three episodes that I wanted to package together and tell people,

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maybe even put it in a time machine or something, these would be them

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from 2025 to put a stamp on this.

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Tim, you're you're AI 300 episode where you interviewing yourself and

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doing one of those avatar things.

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Is this what's going on?

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It was just like this, but where you're sitting, Jim, was the, live

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version of ChatGPT, and we were having a conversation just like this,

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nice.

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I've got questions, you know, I didn't really train a lot.

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I've done a few tests on this.

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Again, you know, we've had it rescheduled, so this is kind of

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odd that 300 Is recorded after 301.

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So I might ask you later, if you've got a question that you want me to ask when

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I'm interviewing So, you know, so five years ago, we wouldn't even be probably

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discussing much about AI, would we?

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No, AI dropped in November of 2022.

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Yeah.

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I remember it.

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Well, at least it was released.

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they've been working on AI, otherwise known as machine learning,

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artificial intelligence for 30 years.

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it was all an offshoot of the deep mind center out of Google.

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but everything came to fruition and they finally launched it in November, 2022 and

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look at the journey we've been on since.

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Ooh, yeah.

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We, I do want to circle back.

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I want us to have an AI conversation because I think it feeds into

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leadership and business and what's going on, but before we get too

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far into this, man, catch me up.

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January of 2020 was when our last episode dropped and seems like yesterday, but

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it also seems like a long, time ago.

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what have you been up to since then?

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I mean, catch me up, you know, get a little bit of family, a

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little bit of business, just.

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I remember wanting to follow in your footsteps and get

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into the coaching business.

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I had one client who had called me up and said, I think you'd be a great coach.

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It was at a time when coaching went from being this scarlet letter.

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I call the scarlet letter like, hey, I think you need a coach because you're

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not, you're not doing so well to you.

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To kind of what I call the Oprah of coaching.

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You get a coach and you get a coach and everyone gets a coach and we're handing

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out coaches and HR, but I was starting to get all these calls in around that time.

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because I, you know, I'm a CFO.

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I've been a CFO in the Valley for 30 years.

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I was still an operator.

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I was still in a job.

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but nobody knew who to call to be a CFO coach.

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I took one and then I did your podcast in January, 2020.

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I remember about 30 days later going up to Breckenridge and we

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saw you and Gloria Breckenridge, in February, mid February of 2020.

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And we came back, you left and about three days later, listen, I

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were the most sick we've ever been.

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This is February of 2020.

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Remember COVID wasn't actually announced as, hitting the U S until March or

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late, we didn't do the shutdown.

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Sorry.

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It was announced, but we didn't shut down the US until March 13th, 2020.

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I also remember that well, but, but I'm pretty sure we had it.

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which was a Friday, by the way, it was Friday the 13th.

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I'm pretty sure we had it because I could barely breathe

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unless it can barely breathe.

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a lot has changed since then.

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we learned a lot of lessons that the world wasn't going to.

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Go away.

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Zoom came into our, our being a lot more.

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We learned how to work from home.

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We, you know, I think it showed us how resilient we can be as,

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as a people around the world.

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One of the things I was talking to someone recently and I was just

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kind of looking back and listen, there's many places we can dive.

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I'd love for you and I, especially because of your expertise in leadership

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and that part of the world that you have been in for your career.

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but I do think with COVID.

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was one of the first, what I'll call a catalytic event, you know, let's,

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Okay.

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And when I say people, I mean large groups of people.

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You know, there used to be some things like 9 11.

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You and I have memories of that, that I think people thought about things

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Silence.

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There you go.

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but what's your observation?

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I mean, is that sort of accurate because I still see people trying to figure out

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what they want to do But there's a lot of people now that are pretty strong.

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I don't want to do this.

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I'm never doing this again

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Well, I think you nailed it.

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you and I are big students of history.

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I know we've had lots of conversations about history and I'm a big

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student of history and I like to learn lessons from history.

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So it reminds me of what many of us in Silicon Valley talk about a lot,

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which is Crisis events like the dot bomb era or the savings and loan crisis

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or the 2009, mortgage crisis, COVID these points in crisis do give people

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clarity because crisis gives people what I call gives them permission

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to do what they've always wanted to do because what do I have to lose?

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The world might end.

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And so the, you know, I think crisis gives people this, well,

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it's going to be really bad.

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I may as well try what I'm going to do now because you know, the world might

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be different when I wake up tomorrow.

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And so there's a much bigger fear out there than the roommate in your head fear.

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That's what that usually holds people back from doing what they want to be

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doing because they might lose their status in society or lose their job.

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But when you've got a bigger fear, You know, people just,

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it gives them permission to try what they haven't tried before.

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And so you see this kind of Cambrian explosion of innovation

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right after crisis events, right after the dot bomb era, web 2.

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0 came on board and Facebook was developed.

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And Google launched in 2004, really.

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I mean, went public to us before, but it launched 2002, right?

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right after 2009, you know, you saw the Airbnb and the Uber and, Let's,

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let's try to just couch surf and rent people's homes and sleep on their couch,

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which was the first version of Airbnb.

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Let's, have the limousines come to you through an app on a mobile phone.

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What do we have to lose?

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These were crazy ideas at the time.

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And most, even venture capitalists, thought they were crazy.

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You know, after COVID, we saw this huge explosion of the ability to

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use Zoom and to work productively if you look at the history,

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productivity went through the roof.

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Much to people's surprise, you know, working from home was actually quite

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productive, not having to drive, not having to go and spend an hour

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on the road, in traffic each way.

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So, yeah, I think it's been pretty exciting.

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your old company, you were on one of the original six at Netflix.

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We probably won't get into that here.

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We're going to include a link back to our conversation five years ago, because

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we did a deep dive into some of your experience there then, but Netflix,

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I don't know if the word critical mass would be the right term, but.

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when COVID hit, it seems as if they were in the right place at the right time.

Speaker:

I really haven't followed much since then, but, what comments do

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you have about what went on with Netflix during the COVID years?

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Well, you can look, so this is for anybody who runs a business and Netflix was

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actually, so that, by the way, so when we started Netflix for the audience's sake.

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It was 1997, 27 years ago.

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So it's a much, much different company now, but Netflix, when you peel behind

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the scenes, what was going on during COVID was actually quite worried of

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losing tremendous amounts of market share.

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Because if you look back at the history, everyone was at home

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and glued to their computer.

Speaker:

Disney spent billions of dollars on their streaming platform and Apple spent

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billions, maybe a hundred billion dollars on their Apple TV streaming platform.

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You know, you had paramount plus, you had everybody and their brother saying,

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we got to get into streaming now.

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And, you know, they're fighting the big giant Netflix, but

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Netflix really was fearful.

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They were gonna become the blockbuster to Disney or to all these.

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That they were going to lose market share.

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And so that's a lesson for anybody who holds a leadership position

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and competition just rushes in.

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This has happened many times in technology.

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We, you know, when I was at Mozilla, we held the market share leadership

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position for four years before Google Chrome browser came in.

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Microsoft held many leadership positions in software before they finally got

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taken down across their categories.

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So Netflix thought they were going to be kind of the next Microsoft or the next,

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IBM but it turns out that if you lean into your business and you produce even

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more content and you just pay attention to your customers and you make customers

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happy, then it's what Intuit days that we coined a term of, this happened at

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Intuit with Quicken and QuickBooks, everyone tried to create their accounting

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software when you're the market leader.

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And, we coined a term called try the best, try the rest, and then

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you'll come back to the best.

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So I think that's what happened.

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Everyone had six or seven subscriptions.

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Some still have three or four.

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They all tried it and like, there's not a lot of content

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here, or that's kind of clunky.

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I can't find my shows.

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everyone got brought in to a streaming platform that was

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lagging up into the time.

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So now the whole universe got bigger.

Speaker:

So competition is good because it creates awareness.

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So anybody who's dealing with competition in their local small town

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and someone's coming in, lean in hard because they're going to bring in

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your customers, your future customers that you haven't brought in yet.

Speaker:

So that's when you have to lean in hard and actually be

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better than you've ever been.

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And that's what Netflix did.

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And then everyone started saying, well, Disney, I'm going to

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cancel that one at Paramount.

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But They're going to stay with Netflix.

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Competition is a customer generating thing if you really frame it right.

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Looking back on it, this is my observation.

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Yours might be a little different.

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I like positioning that Netflix had created to be where they were in 2020.

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And, you know, could they have guessed what was going to happen?

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No, to me, that's leadership too, is just being positioned for

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when those opportunities, I hate to say COVID is an opportunity.

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Some people would be upset by that, but it was, you know, it was what it

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was a situation, an event, whatever.

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Well, let's reframe that, Tim.

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Let's say change and crisis is always an opportunity.

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That life is about change and you can make choices of crawling in a hole when

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change hits you or crisis hits you.

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Or you can just come out fighting with your sword and shield up.

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Yeah.

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And I think one of the words I like to use now, I've been communicating it

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more and more is the word resilience.

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I think that's how I want us to talk about leadership towards

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the tail end of our conversation.

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Jim is

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Nice.

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do to be resilient?

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To be prepared for the next opportunity crisis situation, whatever.

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But I, there's a question that's rolling around in my head and I have

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to get it out before it disappears.

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You know what I mean by that?

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Oh, yeah.

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Okay.

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Okay.

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Okay.

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but gray hair.

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And you said, I want I want to bring someone from outside this

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culture in to be my assistant and help me do what I'm doing.

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That was a beautiful thing because it also opened the door for me to storm

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in and say, oh, hey, Jim, I'm here.

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Yeah.

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Yeah.

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Yeah.

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Yeah.

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Yeah.

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because it is somewhat of a

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Um,

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What are some pros and cons about the way Silicon Valley functions and operates

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that you saw over the last five years?

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And some things that you observed, because I know you reach outside that bubble to

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keep a fresh mind, but not everyone does.

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if we look back now, the city of San Francisco, Has changed tremendously,

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some of the politics around that whole Region not they haven't changed

Speaker:

tremendously, but it's adjusted.

Speaker:

Anyway, there's been a lot of things go on.

Speaker:

There's an argument that the politics have changed pretty

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tremendously in Silicon Valley.

Speaker:

yeah, I mean I I listened to an interview a long form interview

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with You know, what's his name from facebook and i'm like going.

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Well, he's Bouncing around a little bit.

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Maybe he's an opportunist.

Speaker:

Maybe he is changing his team But anyway, don't it doesn't have to be political

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even though that's probably part of

Speaker:

Yep.

Speaker:

talk about That culture over the last five years and i'd love for you to

Speaker:

talk about it to people outside the culture That are going what do you mean?

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Yeah.

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so I guess I'll start with Silicon Valley.

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This is obvious as a very technical culture, but what does that mean?

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It means some of the smartest people that you went to school with who,

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and technical means computers, you know, we call ourselves the

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nerds and the geeks, we weren't.

Speaker:

The sports athletes, right?

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Or the popular, people at the dance, you know, these are the

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people that we're game playing.

Speaker:

I'm not, I'm trying not to be too pejorative, but

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it's not pejorative at all.

Speaker:

It's just like people have their different likes.

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You know, they're a little bit more inside their own head.

Speaker:

They're very technical, very smart.

Speaker:

And whenever a new technology comes up like AI, they're the first to use it.

Speaker:

And they're the first to figure it out.

Speaker:

This has produced great things for America,

Speaker:

except there's a problem is that we forget how great, you know,

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Silicon Valley has been for America.

Speaker:

And because, this technical, this tech community, this community of entrepreneurs

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don't really pound their chest too much.

Speaker:

They just put their heads down and work and create the Googles and the Facebooks.

Speaker:

They don't really connect to real people.

Speaker:

Probably up through about 2022 or 2023, you could actually feel the

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backlash outside of California against this tech community.

Speaker:

You can actually, if you paid attention, you could feel like

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they are different than us.

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You know, they're, they're the elites.

Speaker:

You know, it's all, it was always they, they, they, and there

Speaker:

wasn't much of a realization of.

Speaker:

Yeah, but look how, we brought trillions of dollars into the US

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from Google and Facebook and Apple, and these are the people in the

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mag seven of the stock market that everyone else was investing in.

Speaker:

And so it was kind of a double-edged sword.

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And this is my opinion at least, because the community is still very insular, they.

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Are interested in what they're interested in.

Speaker:

They try to put it out to the world and they stumble over the first three

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versions of the first three versions.

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Almost any tech.

Speaker:

It takes 3 versions and we all know this because.

Speaker:

The technical engineers and the technical people really, for the most part, don't

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know how to connect with regular people.

Speaker:

And so they just assume people can use chat GPT.

Speaker:

They assume that a white box on a screen in 2004 from Google, people are going

Speaker:

to figure out what to type in that thing that we now know is a search box.

Speaker:

But when we all first saw it, people were like, what do I do with this?

Speaker:

We were just barely getting used to the internet.

Speaker:

Right?

Speaker:

And now a white box appears in this page and says we can get any answer you want.

Speaker:

And we just stood there and didn't know what to type.

Speaker:

And then Google tried to help, right?

Speaker:

Remember when Google tried to help with their little question mark?

Speaker:

And they said, Oh, all you got to do is a Boolean search.

Speaker:

and we're like, if you do these characters and your search

Speaker:

is better, we're like, what?

Speaker:

This is the same company that said, you know, after a while we're going to

Speaker:

produce a better email called Gmail.

Speaker:

And then people started using it.

Speaker:

And eight years later, they were still.

Speaker:

Beta written across the top of this enterprise product.

Speaker:

And they're like, Oh yeah, we forgot to take the beta off.

Speaker:

Cause these, you know, they're not out there talking to their customers a

Speaker:

lot, but the successful Silicon Valley companies, actually successful, any

Speaker:

company starts with their customer first and builds a product for them.

Speaker:

Silicon Valley starts with the product and then tries to find customers.

Speaker:

And so there's, it's a long winded way of saying there's a

Speaker:

mindset of not being connected to.

Speaker:

Anybody who's not in that kind of digging for gold all the time.

Speaker:

If you imagine if you were in the gold rush and everyone around you was digging

Speaker:

for gold, some are finding it, some weren't, but you were in this bubble

Speaker:

of everyone's a miner, everybody's got a pick and everybody's got an ax.

Speaker:

And it's like, and there's a whole country out there that is not digging for gold

Speaker:

is some of that?

Speaker:

is it jealousy?

Speaker:

I mean, I think

Speaker:

I don't think it's jealousy.

Speaker:

political

Speaker:

as,

Speaker:

we

Speaker:

no,

Speaker:

maybe now

Speaker:

I don't think, I don't think so.

Speaker:

you know, I grew up in the Midwest.

Speaker:

I think it's just a lack of understanding when no one talks to

Speaker:

you and people are different, right?

Speaker:

When people are just viewed as different then, then a divide happens.

Speaker:

But what's happening now, which is really interesting to me, is people don't change.

Speaker:

They just kind of hide for a while.

Speaker:

there's stats of like 35 or 40 percent of what was considered

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the blue zone of California.

Speaker:

San Francisco is pure blue.

Speaker:

Like everyone thought it was 98 percent democratic and liberal

Speaker:

and hippies and free love and, you know, these techies that are just

Speaker:

billionaires that don't get us.

Speaker:

It turns out about 35 or 40 percent of all the leaders and even all the techies.

Speaker:

Started coming out of the woodwork when Trump got elected and they're Republican,

Speaker:

maybe not far right Republican, but they've always been there because

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that's just how statistics work.

Speaker:

and they were just quiet about it because they could have been

Speaker:

i'll i'll use the term beaten to a pulp literally or figuratively

Speaker:

Had they communicated about it?

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Well,

Speaker:

going on right now

Speaker:

yeah, for sure.

Speaker:

Because now you see for the first time ever, not to bring too much

Speaker:

politics and do it, but Elon Musk is being invited into the white house

Speaker:

and doing things and Peter Thiel and these, but so for better or for worse.

Speaker:

The techies and some of the smartest techies are being brought in to

Speaker:

hopefully fix and introduce some of these technologies in the government.

Speaker:

It's going to create a lot of, I mean, nobody can argue that

Speaker:

the government's not broken.

Speaker:

It's very broken, right?

Speaker:

There, there's no technology, no real technology to speak of.

Speaker:

It is probably 20 years behind.

Speaker:

So something good is going to come from it, but it's going to be very messy.

Speaker:

Silicon Valley was never really invited to a seat at the table in Washington,

Speaker:

So, for better or for worse, we have some really, really smart people who

Speaker:

understand technology introducing some of these business leading concepts.

Speaker:

Into this place called Washington DC.

Speaker:

We're gonna see what happens from it.

Speaker:

I think you need to shake things up.

Speaker:

It's 52 card pickup and then you start sorting the deck out again.

Speaker:

but hopefully, that shift, that psychology shift is changing because,

Speaker:

you know, the same people that some people outside of California called a

Speaker:

leader, like now they're their heroes.

Speaker:

I just find it really interesting.

Speaker:

The same people that thought Elon Musk was evil and, driving these new cars.

Speaker:

And now he's a hero.

Speaker:

this is just human nature, right?

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Yeah, and there's a weird thing since you brought this up.

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I did I did think about this See one of the things that I love You

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the Silicon Valley culture is speed.

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Yeah.

Speaker:

a, you know, speed, and if it's, you know, break things fast, fix them,

Speaker:

move on, And one of the things that you and I can say about government

Speaker:

is speed is nowhere in their, DNA.

Speaker:

And one of the things that's fascinating to me, and I'll just mention this and

Speaker:

you can say something then we'll move on is at the time of recording this

Speaker:

Elon musk has a handful of what seem to be brilliant tech guys Literally

Speaker:

raking some systems over the coals and there are a lot of people that

Speaker:

Um,

Speaker:

the speed because, because I think that what we've got is a new president

Speaker:

that's moving at a pretty rapid pace, and I think it's because of people

Speaker:

around him like Musk and some others.

Speaker:

What, what are you seeing?

Speaker:

Let me reframe the word speed into something that you and I talk about,

Speaker:

and I talk about my clients a lot.

Speaker:

For me, it's less about speed and more about risk.

Speaker:

Willingness to take risk.

Speaker:

risk by going fast.

Speaker:

it's okay to fail.

Speaker:

Silicon Valley is all about high risk, high reward.

Speaker:

That's what the venture capital community is all about.

Speaker:

High risk, high reward.

Speaker:

Only 2 or 3 out of 10 companies, that venture capitalist funds actually

Speaker:

make it and 3 go out of business and 3 just barely get their money

Speaker:

back or lose money for the VCs.

Speaker:

but it's those 3 that we hear about.

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We never hear about the 7.

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So when you take a ton of risk.

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The 10x reward you get from 1, 2, or 3 of those companies with 100x

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returns far outweighs the 7 failures.

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You know, when Edison created the light bulb, it was 10, 000

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tries before he found one, right?

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And so this, there's a level of risk associated with silicon, or

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sorry, willingness to take risk.

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And I've, it's really important to think about this willingness to take risk.

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Reaps the more risk you're willing to take, the more

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reward you're likely to get.

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Well, Washington DC is, you know, yeah, it's slow.

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It's slow because it's not willing, in my opinion, not willing to take risks.

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So to bring all that together, the willingness and the ability to take

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risks is what Washington DC is facing.

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And what happens when high risk meets low risk, Is things break, right?

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And so we're going to see some breakage and then when things break,

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you have to rebuild them and things rebuilt, they get built better.

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One example that people are talking about in Silicon Valley that I'm a

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huge fan of because it's not political at all is putting lots of parts of

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the government on the blockchain.

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I'm not talking about Bitcoin.

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I'm talking about just the technology called blockchain.

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Where we put in a read only format, the transactions that

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are occurring that are immutable.

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They can't be changed.

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it's a distributed ledger.

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And if you want transparency, Elon Musk just may bring blockchain technology

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to certain parts of the government and say, you want to know what's going on

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the government, read the blockchain.

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Now there's software that reads blockchain.

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So you don't have to read the ones and zeros.

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It can unpack it and put it on a webpage.

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But you can actually audit along with what's going on in the government.

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How far are we willing to take that?

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I think a lot of people want to see, but there's technology that can help, right?

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blockchain is secure.

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Can't be changed.

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once it's on there, it's on there forever and you can go see the history.

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so I think there's a lot of very interesting things that are

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going to come from taking a lot more risks than the government.

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things are going to break and people are going to get upset when things break, but

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then they're going to be rebuilt better.

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Yeah, I'm excited about it.

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And I think even if people have different, core political beliefs people that think

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like you and I do, it's like, you know what, we need to be improving things.

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We need to be making them better.

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We need to be maybe breaking some things, adjusting, changing, et cetera.

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I was on a social media platform and I was just saying, you know, whether

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you're for this guy or against this guy, it doesn't matter to me, am all

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for the status quo being questioned and

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Yeah.

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questions and poking at it a little bit.

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And someone said, well, if, if, People can't eat while it's going on.

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I said, listen, people can't eat today.

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People that are not eating today.

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We need to do better with all of that, but that's not the point.

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You know, let's,

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Yeah.

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let's

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Well, there's one thing we know about, Sam, there's one thing

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we know about technology, right?

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And there's one thing that's probably unarguable about technology.

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It has made everyone's lives around the world much more efficient

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and much more productive, right?

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Just getting people on the internet.

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People in Africa have a mobile phone as their phone.

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before they have a car or a house.

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Being connected is due to technology.

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The technology is deflationary.

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Prices go down.

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It makes things more efficient and more productive.

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And AI is just the next version of this.

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Now we're going to have an influx of technology, which is going to make

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things more efficient, more productive.

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It's hard to argue.

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the only tool the government surround the world, especially

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Washington DC has had to fix anything or to try to improve anything.

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There's only been one tool they've ever used.

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It's money.

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If there's a problem, throw money at it.

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Money is a very blunt instrument that creates a lot of waste.

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And so we're going to uncover a lot of waste because instead of throwing

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money at the problem, We're going to throw technology at the problem and make

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the inner workings of the government a lot more efficient, a lot more

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productive, and a lot more transparent.

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and you know what I like, I like that, that may attract different

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type of leader in the future.

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into that system because, and boy, I don't think I want to get off on this topic.

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I think we have a leadership deficit in a lot of places.

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You and I could have this

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Yeah.

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all day long.

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we may want people to listen and we may not, but definitely if we are to look at

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and model some of the leaders that we see, In that government system and it's because

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it's such a sludge of just quagmire slow As we were talking a little bit about

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earlier, you know low risk And then some people get in there and they start

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profiting and then we can't get them out.

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I do think it might attract some people if we get a little bit more

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effective efficient More technology.

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What are your thoughts?

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When you were talking and leading up to this question, I was in my head

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thinking that leadership is about leadership requires incentives.

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So the reason why people don't go into Washington, D. C.

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There's no incentive to do so.

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In fact, there's a disincentive to do so.

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Right.

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I can have a lot more impact.

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Thank you.

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The minute and make money outside of Washington, DC, this is what we've seen.

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The minute that you tell these young people, they can make

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a difference in the world.

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And this, this, you know, so people are railing, there's a 19 year old with a,

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with a name, like inside of Doge, right?

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It's like, there's some young people going in following along around.

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We're really, really smart who are only doing it because they think

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they're actually making a difference.

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And they probably are.

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But that's what leadership's about is like, do I have an incentive to do this?

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Am I going to make a difference?

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Can I make a difference?

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Am I incentivized to do so?

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That's how you attract leadership.

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But up until now in Washington DC, it's been the opposite.

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There's been no incentive for really smart business people or

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technologists to go to Washington.

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In fact, there's been a disincentive because there's not enough

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money and there's a quagmire of you can't get anything done.

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So hopefully we attract some young people who can move fast,

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break things, get things done.

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I mean, heck, what's the worst that can happen?

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Our government gets less efficient?

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to imagine what that might look like.

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I don't think anybody can argue that no matter what happens, it might not get

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as efficient as fast, but I'm pretty sure it's not going to get worse.

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Sure.

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Shouldn't people say, Oh no, no, no.

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We want it anyway.

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Well, let's move on.

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There's something you brought up right when we started that I went, huh.

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There's a question there.

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And I want to, I want to dig a little bit.

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You brought up.

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That when you went from operator and you know, you, you were with into it,

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you were with Netflix, you were with Mozilla, Firefox for a number of years

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and other things that I know are in there.

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But you said that when you decided to move from operator to coach, that it

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may not have been looked upon by people.

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Tell me more about.

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How that Silicon Valley culture at coaching.

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And I'm also going to throw a name out here.

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The name, Bill Campbell, that you know, is one of you interact with him.

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You knew him.

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I only know him because the model that was shared in a book about him is who I

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perceive myself to be like, not at that level trillion dollar coach, but about

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coaching in a world because you almost said it like apologetically, like you

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were going from to, Oh, now I'm going to.

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We've got a lot of coaches listening in.

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So tell

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Yeah, I didn't.

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Okay.

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Yeah, I didn't mean to.

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So Bill Campbell just for the record was my coach, but he wasn't, I

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worked for him at Intuit with him at Intuit before that book was,

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well before that book was written.

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yeah, I didn't mean it to be, disrespectful to coaches.

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It was more of how HR departments viewed it, viewed coaching,

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like this person needs help.

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We're going to get you a coach.

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That whole mentality has now changed because if there's one

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great thing about Silicon Valley, and there's a lot of great things.

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But one great thing is this concept of everyone shares

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their knowledge with everybody.

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There's this give back culture.

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There's this pay it forward culture that really I've only seen exist here.

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I've had lots of conversations in people in LA, New York, in LA, in Hollywood.

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I wouldn't give my idea of my movie script to anybody.

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In New York, I wouldn't give my algorithm on how to add up to anybody.

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It's, it's a secretly guarded secret.

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Right.

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In Europe, it's much of the same, but in Silicon Valley, there's something,

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one thing people need to know about it.

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It's a, the idea is not the hard part.

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The execution is the hard part.

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Ideas are a dime a dozen.

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And everyone wants everyone else to, to be successful and they just want to compete

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on a, on a, on an equal playing field.

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And in a very interesting way, everyone who's been there for any period of

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time just shares and gives back.

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And if you call somebody up like Bill Campbell, he's no longer

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with us, but he's passed away.

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But, you know, he'd give you the time of day.

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And as long as you made the effort, this is a culture in Silicon

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Valley, which is ripe for coaching.

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And I think zoom to bring it all back COVID brought back

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this huge vacuum of loneliness.

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People were in their house.

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They didn't, they weren't surrounded by people who they could look up to or

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talk at the expresso bar at your office.

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And I think that just exploded this, I need to surround myself with

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people that are smarter than me.

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And so I'm going to go get a mentor, go get a coach,

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company started paying for it.

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but I, you know, what you and I love about coaching is, This ability to take

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all the lessons that we've learned and pay it forward and to give it back.

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And I write about this in my cook's playbooks about why I'm doing this, why

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I'm writing, on Substack, and why I'm coaching is it really is gratifying to

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pay it forward to the next generation.

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and I think if you're really sincere about that as a coach, that's why you do it.

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It's about impact.

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It's about.

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The ability to really leverage your knowledge and turn

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that knowledge into wisdom.

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I read a great quote, um, down here.

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I'm down here in the Baha for a little while, but wisdom

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is simply shared knowledge.

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I think it's wisdom is simply knowledge shared.

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If you think about that, wisdom is not a one person thing.

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Wisdom is a community of people all sharing their knowledge together.

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I love the thought of that because it's others focused.

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It's not us focused, know?

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and I think there's a certain degree.

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in our culture of people.

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I think some of this being changed, maybe COVID helped with this, that if it's,

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you know, if it is to be, it's up to me.

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Hustle culture, et cetera, things like that.

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And one of the things that I've noticed, and I don't know if it's an age thing

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or, you know, some situations I've gone through in my life and all that, but

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I do think that maturity is a word I like to throw around a little bit more.

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and fortunately or unfortunately, maturity really sometimes

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does fit with people that are.

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moving along in life, right?

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think there was an article in the wall street journal recently

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that said something about an investor that's focusing on 50

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and 60 year old startup people.

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What are you thinking?

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I mean, you and I are, I think we've got a ton of years ahead of us, but no one would

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confuse us for, you know, 20 somethings.

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What's your thought now on people that are moving into our age bracket?

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I'm at the tail end of boomers.

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I think i'm a few years ahead of you, but what is your thoughts about age?

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Maybe you know, what do you see even in the valley with age and what's your

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thoughts when I make a comment like that?

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there used to be, there's still a pocket.

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And if you talk about just Silicon Valley, there's always been this

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age bias, older people, age bias.

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the young techies who are 22, 23, 25, 27 years old, let's just call it under 30.

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that cohort definitely has an age bias because they don't trust anybody.

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How could they know anything about AI if they're over 30?

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as you get older, you realize that age is not the real thing

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that should be biased against.

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It's curiosity.

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You can actually learn anything at any age if you're passionate

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and curious about learning it.

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And if you're passionate and curious about learning a topic such as AI,

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and you have the experience and the wisdom to know how to learn and how

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to process and curate knowledge, you can become extremely powerful.

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for anybody who's in our age group, stay curious.

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stay in learning mode, because that combined with your maturity and your

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wisdom can really help the next generation who hasn't become self aware yet.

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You don't become self aware until I think you're over 30, quite frankly.

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Let's, let me just say that from a, from a person way older than 30, you don't

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start looking at yourself and you don't start admitting that you're vulnerable.

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You don't start it.

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You, you stop faking it until you make it, you stop trying to impress

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people and you just become real.

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And when you become real, as you get older, people get

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more comfortable around you.

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They're not threatened by you.

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And yet you have all this wisdom and knowledge.

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As long as you stay curious and you process it and curate this knowledge

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and this wisdom to actually say, you know, have you thought about this?

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And you pose things in terms of questions, not statements.

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You don't pound your chest as much.

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Let's look at every culture in history.

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who is the age group in every culture of every historical

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society that has been revered.

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And for the most part, it's been the older generation who people would go up

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to the mountain and ask for their wisdom.

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Why is that?

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Because they were safe, they weren't the warriors, they weren't threatening, but

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they learned a lot throughout their life.

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So, I think these things all come full circle.

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You know, for any under 30s out there, I would encourage you to definitely reach

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out to people that are older than you.

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As long as they are curious and passionate.

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If they're not, they're stuck in their ways.

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Yeah, I'm with you.

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Discard them.

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But if you can hold a conversation like this with a 40 year old, a 50

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year old, a 60 year old, and they are energized, passionate, they're

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curious, hook your wagon to them because they are very smart people.

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Who can propel your knowledge as an under 30 year old much faster.

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How does Jim Cook stay curious?

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What is some practical either day to day, how are you staying curious right now?

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I read a lot and I use all the tools of the trade of searching.

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I scan headlines.

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When I see a headline that I'm interested in, I use some of these

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tools, some of these AI tools to say, bring me more, right?

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It's getting easier to search.

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It's getting easier to use AI to learn.

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So I ask, I start with asking a ton of questions of myself.

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what don't I know about this?

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what do I want to know about it?

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Where could this apply?

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I realized I can just ask those questions of the computer instead of me

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trying to figure out where it applies.

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Why don't I get 80 percent of the answer done for me by asking chat

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GPT and speed up my learning process.

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So I'm thinking what I'm experiencing in the AI is helping me significantly

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increase my own learning process.

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But AI can't be curious for me.

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See, AI is a answer provider.

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It's not a question provider.

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So if you're going to be successful in your life, stay

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curious, keep asking questions.

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The great stuff, the great news is, There's somebody now on the other end of

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that screen or of your computer that's really, really good at giving answers.

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But they're not so great at giving questions.

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And questions come from curiosity, and curiosity just comes from

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being interested in the subject.

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You don't have to be interested in every subject, but the ones that you're

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interested in, write down your next 10 questions and ask the computer.

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It'll be amazing.

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It'll be amazing what you learn if you just stay curious and ask questions.

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The cool thing about it, and you know my life, Glory, we were sitting just

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this morning with our coffee, and yesterday I spent some time AI, and

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on my browser, I almost wish I could share my screen, I've got one three,

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four, that one might be a semi AI.

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I've got five tools, not counting the one we're recording on, that

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this will then load up to later, would be in that, you know, large

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language model, machine AI category.

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And I told Gloria, I said, you know, I would love to just block 60 minutes a

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day to sit down and just have dialogue.

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Because for me, it's a brainstorming tool.

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It's a writing assistant and I, you know, you and I are in the same category.

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I love questions.

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I love it.

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Do you think we've got a deficit?

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I know you wrote an article on your, playbooks recently about asking questions.

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Do you think we've got a deficit?

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Do we not train people well how to ask questions?

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Because I,

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That's it,

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I'm

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We aren't training people to ask questions first and ask for

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help and that needs to change.

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Hopefully these tools.

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will help us train us to ask better questions.

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But in school, we're asked to give answers.

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We're asked to get A pluses and 1600 as our SATs.

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We're asked to fill in multiple choice questions and to figure out

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the answer and not ask for help.

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This is a real problem.

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Learning how to ask for help in the form of learning how to ask

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better questions is the way out.

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Now let's come back to these things that you call tools.

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I would encourage everyone who's not a techie, which is most people.

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It's every time you hear the word AI, which is puts a block up.

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It's like, well, I don't know anything about that to change that

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word in your head to just another tool, all artificial intelligence is.

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I mean, I'd rather just, we got rid of the word entirely.

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It's just another piece of software.

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We don't talk about, I use the PC, right?

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We, in the old days, it was PC, it was Ram, it was CPUs.

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And we used all this language for two.

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Have technique techies make themselves seem important.

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Doctors do it all the time.

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They come up with Latin words for names instead of telling you what it is.

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You know, all these people try to put a barrier between their knowledge by,

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by separating us with language like AI.

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All it is is a tool to make you more efficient.

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It's just a better tool.

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So don't, don't be afraid of a better tool.

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I think most people, in the world, when you hand them a better tool to do

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something, they're like, this is great.

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I'm using it.

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But when it comes to technology, it's like we put this language and we want to

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like artificial intelligence and LLMs and all of this stuff to separate us from,

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well, I'm never going to be that smart.

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You just need to ask a question.

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The software will do it for you.

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Just think of AI as software.

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That's all.

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One of the things that's interesting and this, I love how this is coming

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together because we brought up earlier.

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the risk, embracing risk that occurs out of Silicon Valley.

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And then you mentioned just a few minutes ago to really be curious,

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you need to just kind of put aside what other people think about you.

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And I'm sitting here and it's just kind of like ringing in my head as

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you're talking Those go together.

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I mean, I don't know if we could you and I we thinking like models Like I don't

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know if that's like a you know, three things on a stool or whatever But number

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one you have to take risk to open up a new tool and ask questions You have to

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not really care what other people think about you Maybe not totally not care

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But not let it drive you and not let it be a part of who you are and then

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you just, I love that curiosity thing.

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So you want to mash those together, risk, not being concerned about

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other people, which are sort of related and then being curious.

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Well, we'll mash them together into that word that you started

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with, which is maturity.

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When you're older with maturity, you realize that you have less years to

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live, so why not take more risks?

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You start taking a lot of risks as you're young.

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You get really conservative between the ages of say 30 and 50 and believe

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it or not, after 50, you actually, a lot of people start taking more

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risks because what do I got to lose?

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Maturity, that's risk maturity.

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You brought it up.

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Also gets not caring as much as what anybody thinks about you.

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So if you want to bring together all the things that you've talked about,

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It's your word maturity, not mine.

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It's risk, not caring what people talk about and asking a lot of questions.

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I just want to connect with people more.

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I think being curious creates connection.

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You can't be really keep being curious by yourself on a desert island.

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That's great.

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But what am I going to do with it?

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When you're curious?

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I think most people are curious because they want to share their

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knowledge with somebody else.

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And when you share your knowledge with others, because you're curious,

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you create community wisdom, you create a wisdom across the community.

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well, and you also attract people because people that are also somewhat

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curious are going to be attracted.

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That's I think where the age thing comes in and and man, it all

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just kind of comes together here.

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Agreed.

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Before we finish up here in a bit, I want to ask you about your playbooks

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and some of the things you're doing over on Substack and all of that.

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I'd love, there's a couple of things that I want to ask and I think I'm

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going to them all at once and then let you just answer it in whatever

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way you want First question is how are you defining success right now?

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And then I'm going to layer that into what are you looking at into the future?

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And you can either do micro like, hey, here's, here's what's going

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on with Jim and our family, or you can go macro and say, here's some

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big picture things that I see.

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So, so, so the two topics are success and the future and, just go.

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Yeah, so I currently in my maturity level, I'm defining success as

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my ability to make an impact.

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Across larger groups of people, I'm going to use any tool possible to do that.

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I'm going to take all of my curiosity, all of my stored knowledge and

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try to just pay it forward without caring about what people think.

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That's why I'm writing Cook's Playbooks and Substack.

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If I'm curious about something, I'm going to write about it.

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It's going to probably be in the lens of leadership and scaling

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operations, which is what I'm good at.

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But every once in a while, I'll write about AI, just because I want

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to share this knowledge with others.

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Making an impact across a larger and larger group of people, I'm just on a

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mission to figure out how to do that.

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I'm on the very beginning of that.

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That's, that's what I think success is for me right now.

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And, and I, you know, and in terms of, The future, your second question, and

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I can go macro and macro because I've got a 23 year old and a 20 year old.

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So I'll focus on them, teaching them how to ask better questions, teaching them to

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stay curious, helping to remind them to stay curious so they can improve faster.

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When I can improve my clients faster, when they can come back

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and say, you just changed the way I approached my CEO, my board, my peers.

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You know, I feel like you've just increased my, my knowledge of

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how to be an executive and you've just escalated it by three years.

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That's, that's making an impact.

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That's speed.

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so that's kind of the macro version of success, but I think

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looking out three to five years,

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just the way my brain works, but I'm going to encourage anybody whose brain works

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this way, like mine and probably yours, Tim, I know yours, because if you could

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stay curious about technology and not be.

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Not think it's above you or it's smarter than you yet.

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We all learned how to use a computer once upon a time.

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We all learned how to use software on the computer.

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We all learned this thing called the internet.

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Some adopted it slower and now it's a daily part of our lives.

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We all learned how to use a touch screen and an iPhone in 2007 before,

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like this is never going to work.

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need a keyboard.

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We're learning how to talk to the computer.

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Learn how to use these tools that we're talking about to make your

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life better and then ask yourself what tool can make it better, right?

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There's a couple that I'm looking at right now, which I'm just fascinated by.

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So OpenAI has released two particular tools.

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One is called Operator.

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I wrote about this a few weeks ago.

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And the other is called Deep Research.

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Both are incredible beta versions, 0.

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1, not even a, not even a release version for the consumers.

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They're like, we've got something here.

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We're just going to share it with the world and we can figure it out together.

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It kind of works, but expect a lot of bugs.

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What is Operator?

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Operator, OpenAI's Operator, is simply a tool that you can attach

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to a web browser that allows you to have operator, the software,

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type the letters on your keyboard.

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You give it one question, one prompt, and it actually starts operating your browser.

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I want to research, I'm not sure which mountain bike to buy.

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Can you go to five different websites and bring me back the

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best prices, the best comparisons?

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Okay, let's talk about that as an example for operator.

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If you use that, We would sit down with our keyboards today without Operator.

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We'd be on the web on a piece of software for about an hour.

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We'd have done 20 different searches.

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We'd click on 10 different links.

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We'd open up five different tabs, get to the five things, you'd start opening up

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different windows and comparing and you're probably, if you're like me, copying and

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pasting into a separate notebook to kind of like compare because it's just kind of

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the information is there but it's clunky.

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What is operator?

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One prompt.

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Same thing.

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I want to buy a mountain bike.

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Can you, go compare five of the best sites, five of the best models, bring

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me back everything you can on it.

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an operator then starts on your browser and starts typing.

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You can hands off keyboard, watch it typing.

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And it actually gets, and it shows you what it's doing.

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So anything that you're doing with the browser inside of a business, an accounts

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payable clerk, somebody downloading a CSV file from their bank statement every day,

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like all this inefficiency, even in tech.

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I got to go to the, you know, somebody closing their books.

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I'm going to bring it back to CFO has to Go to their bank.

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It's a clunky thing.

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They've got a would you like to download your monthly transactions and csv?

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Sure, click here 10 clicks later.

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I've got it in excel file.

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It downloads to my download file I got to open the download.

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I've got to translate the csv into a pivot table I've got to like sort it

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and so I can actually close my books.

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What is the operator?

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Hey, go get my bank statement and put it in a pivot table.

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That's one question You It then does all of those keystrokes for you.

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Imagine that.

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Just imagine if you can do, if you're doing something constantly,

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a lot on your browser, you can ask the computer now to do it for you.

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And it's just the beginning.

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So that's operator.

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Deep research just got announced four or five days ago.

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Deep research is operator on steroids.

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Doesn't necessarily use the browser, but imagine an investment banker.

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A junior investment banker trying to write a research report across an industry.

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Deep research is asking a question to do deep research on a subject

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you know nothing about and it will produce you a professional paper

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which will blow your mind out.

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It'll go get every single subject and it'll keep probing and asking

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questions and prompting you back would you like me to go deeper on like

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now the computer's working for you you're not working for the computer.

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It's asking you, would you like this in a graph?

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Yes.

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And it produces your research paper and I would just encourage people to try it.

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It's not, it's not mystery black box science.

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It's pretty cool.

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Deep research.

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mean, you met, you know, I love the thought of all that is, you

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know, an industrial and systems engineer kind of at my roots.

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like, if, if you do anything more than once, can you automate it?

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How can you, you know, offload it or, or whatever?

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And my mind sitting here going, okay, you know, we're pulling up

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info for taxes at this time of year.

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We're doing this.

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It's like, And again, we're going to come back to the maturity and curiosity

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that you brought up, Jim, because

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who is risk averse would be going, well, I'm not going to

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give my keyboard up to anybody.

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I get it.

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I get it.

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I had Joshua, my son, you know, Joshua, he took me to the airport last week.

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I had to fly to Sarasota to meet up with some business people and we're going

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along and I look over and there's a Waymo beside me in Phoenix, and I'm That there's

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nobody driving it and i'm like going, huh?

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I said, you know what?

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I haven't where i've been ridden in one of those I need to I need to get the app

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because I need to ride in them and people are going Oh my gosh, you you're going

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to get in a car that nobody's driving.

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I go listen.

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My son's awesome He's a great driver, but he's a 30 year old driver.

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I'm like going, you know what?

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I don't see a lot of difference between it's better really right?

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So I mean I just think there's a mindset That

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Yep.

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Yep.

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adjust Some this is this i'll say this is again I'm going to pose

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this as one of my last questions for you Because I think it feeds

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Okay.

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on things for whatever reason with all that's gone on over the last five

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years I think it's getting easier and easier to know when you and I have these

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conversations we're getting excited Probably no one's listening at this

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point if they're not But the people that are shutting down the people that

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are not taking risks the people that are not matured i'm not talking about

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age I, I think it's going to be harder and harder for us to hang out together

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and I want to hang out with them.

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I like to move them along.

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What are your thoughts?

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These cohorts of people who are high risk takers, low risk takers has always

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existed way before technology, right?

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Whether we go back the industrial revolution or airplanes or

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automobiles, there were always the earliest of adopters and there

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were always the latest of adopters.

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And this was always, this would always be.

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Displayed in, in the movies as the old, as the old guy sitting in his rocking

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chair saying, no youngsters don't know what they're doing while the youngsters

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were off driving their Ferraris, right.

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Or, or learning how to surf.

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What are these people on boards on the waves?

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There people aren't meant to be on the ocean on a board.

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These people are crazy.

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So there's always been this cohort of risk takers, early adopters, late adopters.

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But history has taught us that even the latest of adopters eventually adopt.

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They want to, they just don't know how to, their brain's not wired.

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It's okay.

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They just come along slower, right?

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How many of, how many of people that we know that are 85 and 90 years old

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are carrying off cell phone and they're touching their screen and they figured

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out how to use an app on their iPhone.

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Almost all of them.

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There's very few that are now saying to us, those iPhones are evil.

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those mobile devices, I'm never using one of those.

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There's, there'll be a small percentage of people, right?

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But for the most part, people just have their different rates of adoption.

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That's okay.

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I think you just got to meet people where they are.

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You know, tone down your excitement a little bit, because it turns

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off the latest of adopters.

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And just bring them along one step at a time, because They do actually

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appreciate you for it and they will thank you for it over time.

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But if you take the same level of excitement I've had to learn

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this to the latest of adopters, it really turns them off.

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You've got to tone it down to instead of being at level nine on

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10, you got to one or two and take what's the next step they can make.

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Always

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are you, optimistic and excited about the future?

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Sure.

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future.

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I mean, if you're not, you might as well just go live, you know, as a hermit

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somewhere, but yeah, future's great.

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I think about that some, you know, Gloria and I right now we're hanging

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out in a 55 and older community, which is kind of different for us because

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I don't, Feel like I'm old enough to be there, but Glory reminds me

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that, yep, I'm old enough to be here.

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of people, you know, their daily thing, there's nothing wrong with this, okay,

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I'm not judging this, but, you know, play a few hours of pickleball is it.

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And there's even some of them now that they're probably looking in

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at my light and all that, going, what are you, what are you doing

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on your computer and all that?

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I said, well, I've got a podcast.

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So, anyway, I I'm optimistic and excited too Jim, tell me about

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what you're doing over on substack.

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Let everybody know we're going to include links and maybe give an article

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for someone to go to first if they

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Sure.

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You know, I haven't gotten started with you yet.

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So I started in June of 2024, taking all the things that I was talking with.

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Mike, I have about 12 clients right now.

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I coach them one on one.

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They are CEOs, CFOs, VPs of finance, predominantly across Silicon

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Valley, how to scale their startups.

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So this was born out of my coaching practice.

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My practice is a bunch of lessons learned, what I call frameworks

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for going faster, playbooks inside those frameworks to go faster.

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And I realized that I can take a summary of, you know, these are, I spent three,

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four, five, six sessions at a time with clients going over one of these

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articles, but I can do a summary of this article and at least get people

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interested and want to read more.

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And hopefully start a community talking about this.

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An example would be my current series, which is leading with powerful questions.

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One of the things that you and I have talked about a lot that I really

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honed and learned at Mozilla was how not to lead with statements,

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how not to lead with answers.

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And this ties back to what we're talking about here.

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It's interesting.

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You lead with questions.

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You actually, a leadership style is asking more questions.

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Not just curiosity for yourself, but you can actually turn this

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into a leadership style, especially when you know the answer.

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we get to a leadership position and the people that are very junior, or even,

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if you're a head of finance or a head of sales or head of engineering, they're

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going to come to you for an answer.

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But what you really want them to do is not ask that question in the future.

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And if you really want that, you want them to learn.

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What you're going to talk about.

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And if you really want them to learn, you have to engage their brain by asking

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them a question, because if you give them the answer, they'll just come back

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and ask you that question again, and they'll want the answer again and again.

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And you're not helping yourself or anybody else.

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If you ask them a question to lead them down the path to enlightenment,

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you know, it, it's a very powerful.

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So this is my three part series.

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I've broken it up into three parts.

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There's several articles like this every once in a while, I'll throw in AI.

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I'll talk about operator at deep research.

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So I'll talk about other things, but I'm just trying to get a summary

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of how to think about leadership, scaling operations, differently.

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You enjoying it?

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I am enjoying sharing that info.

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I will tell you it is hard to put things down in writing and, to make it to

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my own standards of professionalism.

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Are you using some of the tools to help you though?

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I've started to,

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this is a

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I've started to.

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but that's what these tools are for, right?

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Yeah, so I've started to, draft something first in my own writing.

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I ask ChatGPT to look at it and refine it.

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It does do a much better job of correcting my grammar, correcting

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my spelling, organizing my thoughts in a much more structured way.

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But what it doesn't do for me is It gives me the structure, but if I just took what

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it gave me, it would not be my voice.

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I can tell when someone's written in AI.

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Everywhere across, if, now that I've been using it for a while.

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it has to be my voice.

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It has to be how I would talk to you, how I would verbalize it.

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I have to rewrite it.

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I love the structure it gives me.

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I love how to think about it.

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I love the new ideas, but then you spend a lot of time cleaning it up.

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So it's a cycle.

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Yeah.

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And I, the clue for me, if you see the word delve in anything that I've

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created, that means I've used AI, delve, because I do not use that word.

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And Gloria says, no, that's a real word.

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I said, not for me.

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I don't use delve.

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But anyway, no, I, and I think there's times for it and times not.

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Well, I've read them and I agree with you that that three part series on asking

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questions is a great place to start.

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In fact, what we'll do down in the notes on YouTube and also on the

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podcast platforms, we will include a link to that and then you can subscribe

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and I actually get Jim in my inbox.

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And Jim, I gotta tell you, I don't get a lot in my inbox anymore.

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I keep it really good and clean.

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You know, I declutter that.

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So Jim Cook comes into my inbox once a week with Cook's playbook.

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Cool.

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let's not make this an every five year thing.

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We should probably do this a little more often, I think.

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Maybe every 100 episodes.

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Something like that.

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You just gotta go faster, Tim.

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you know the thing I want to do, I joked with someone recently, I said, you know

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what, I really do, I, I envy Joe Rogan that he gets to sit down with someone

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in a studio for three and a half hours.

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And just kind of talk you and I could do that for days We could

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do that for days and have what I believe would be incredible content.

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if you want to experiment with that, I'm in.

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Like, I know Joe Rogan smokes cigars, I don't smoke cigars, but I have a

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feeling that you'll sip a whiskey every once in a while, so If you feed me some

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whiskey, I don't know if you do that.

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Maybe you don't, but, but you know, Yeah, maybe a glass of wine, but if we have

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a glass of wine, you can get me taught You won't shut me up for three hours.

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it would be fun.

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Jim.

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Tell the family that glory and I said hello.

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I appreciate you being a part of this And we're gonna, we'll

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include links down below.

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we're continuing our five year, 300 episode series next week will

Speaker:

be episode 302 with Mike Bair.

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He's one of the pioneers of business as mission.

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He and I did consulting and coaching back in the nineties and he was

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about our second or third guest.

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make sure you listen in on that.

Speaker:

We're going to have a great, additional conversation, just like we did here.

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When we first spoke with Mike, just like with Jim, It was in early

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2020 and the world, of course, was on the verge of massive change.

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He's going to talk about what's happened, how faith driven business is evolving,

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and where he sees it heading next.

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If you're passionate about leadership, mission, and marketplace

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impact, make sure you tune in.

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We will see everyone next week on Seek, Go, Create.