Sarah:

SEGMENT GAP

Sarah:

Hello, welcome back for another great week.

Sarah:

My name is Sarah Karakaian.

Annette:

I am Annette Grant, and together we are--

Both Annette & Sarah:

Thanks for Visiting.

Sarah:

We're going to kick off the show like we do every week,

Sarah:

and that's sharing one of you, our amazing, loyal listeners, viewers,

Sarah:

using our hashtag #STRShareSunday.

Sarah:

If you use it on Instagram, we are prowling.

Sarah:

We want to find you.

Sarah:

We want to share you.

Sarah:

Annette, who are we sharing this week?

Annette:

Today we are sharing @vtstays.

Annette:

I'm going to do something I haven't done before, everybody, so bear with

Annette:

me while I do a little sound effect.

Annette:

Okay.

Annette:

The reason that's important is our host from VT Stays, Brad, is doing

Annette:

a mean guitar riff on a piece of wood with a sander right there.

Sarah:

So good.

Annette:

And him and his wife are just killing their short-term rentals

Annette:

in Vermont, VT stays, @vtstays.

Annette:

I just dug in to-- he caught me with the guitar riff, and then they really wrote me

Annette:

in with their Airstream that they redid.

Annette:

So they have an Airstream.

Annette:

They have another house on this property.

Annette:

It was their dream to move to Vermont.

Annette:

They did it.

Annette:

I want you to check them out and a couple of things that

Annette:

I'm going to talk about there.

Annette:

Instagram, that I do with a lot, it goes directly to their direct

Annette:

booking site, which is wonderful.

Annette:

I love it.

Annette:

It gives a little bit about them.

Annette:

And if you can make that connection with your guest, I already want to go

Annette:

hang out with them and stay with them.

Annette:

So putting their picture there and a little bit of their story, I'm

Annette:

really invested in them and I'm willing to make that investment even

Annette:

deeper by paying to stay with them.

Annette:

They show their personalities on their Instagram.

Annette:

They have amazing properties.

Annette:

And they love Vermont, and they want to show you also why

Annette:

you should come visit Vermont.

Annette:

If they could, I would love for you guys to reach out so we can

Annette:

have you on the show and we can all play air guitar together.

Sarah:

Air guitar.

Sarah:

So good.

Annette:

Awesome.

Annette:

So listeners, please check them out, give them some love, and

Annette:

thank you for using our hashtag.

Sarah:

All right, let's get onto this show.

Sarah:

Listeners, buckle up.

Sarah:

We've got a story to share with you, and a successful one at that, but I'm

Sarah:

sure there are a lot of challenges and experiences along the way that you

Sarah:

all can learn from, be inspired by.

Sarah:

We are so excited today to have Andrew Kitchell, who is the CEO and founder of

Sarah:

Wheelhouse, a revenue management platform that serves a leading professional

Sarah:

operators in short-term rental, vacation rental, corporate rental spaces.

Annette:

Sarah, did you drink a lot of coffee?

Sarah:

Am I talking really fast?

Annette:

Yeah.

Sarah:

I'm really excited.

Annette:

Listeners, I'm going to let you know, it's a million degrees

Annette:

in our studio today, we're so hot.

Annette:

I think Andrew can see us sweating through.

Annette:

We're trying to figure out the temps in here.

Annette:

So you can't hear the AC.

Annette:

Okay.

Annette:

I'm keeping up with Kitchell.

Sarah:

But listen, so Andrew Kitchell is not just the CEO

Sarah:

and founder of Wheelhouse.

Sarah:

He is so much more.

Sarah:

He has 10 years of experience in the accommodation space having built multiple

Sarah:

technology and operating companies.

Sarah:

So if you are not looking to build a software company or a revenue

Sarah:

management company, that's okay.

Sarah:

Stay with us because Andrew has a storied background.

Sarah:

Andrew, welcome to the show.

Andrew:

Very excited to be here.

Sarah:

Oh my gosh.

Andrew:

Yeah, so much to cover today.

Annette:

Let's tell our listeners how we met Andrew.

Annette:

We've been chatting via LinkedIn, and host, if you're not on

Annette:

LinkedIn, get on LinkedIn.

Annette:

There are so many amazing vacation rental groups and people posting on LinkedIn.

Annette:

If you have your profile up there, check it out.

Annette:

Um, ask me to be your friend.

Annette:

Are you friend-- do you friend people on LinkedIn?

Annette:

I forget what you--

Sarah:

I think you connect.

Annette:

Connect with me on LinkedIn.

Annette:

But Andrew, we were all on a, um, Breezeway.

Annette:

Shout out to one of our show sponsors.

Annette:

We were a part of their Elevate virtual conference and we had

Annette:

the pleasure of being in the same virtual room with Andrew.

Annette:

He was leading Sarah and I and some other lovely hosts that

Annette:

are going to be on the show too.

Annette:

And we just had a great conversation about operations and wanted to

Annette:

bring Andrew and his expertise and share his story with all of you.

Annette:

So make friends on the internet, is what I'm saying there, I guess.

Sarah:

Andrew, take us back.

Sarah:

Tell us your story.

Sarah:

What happened?

Sarah:

I mean, I'm want you to go back all the way to high school.

Sarah:

How did you get to where you are today?

Andrew:

Ooh, um, a lot of luck.

Andrew:

A lot of luck and fortuitous bounces.

Andrew:

Maybe the most fortuitous bounce was hopping on a bike 16 years ago and

Andrew:

biking to San Francisco because I heard it was going to be a fun place

Andrew:

to live, and happening to move into a home that was-- one of the members

Andrew:

of the home eventually was in this startup Accelerator with Airbnb.

Andrew:

So to zoom through a lot of years, that I moved to San Francisco, meeting the

Andrew:

right folks, learning about building businesses, learning about this crazy

Andrew:

idea called air bed and breakfast.

Andrew:

All of that is luck.

Annette:

You had to ride the bike.

Andrew:

That was hard.

Annette:

Wait, isthat the way you moved to San Francisco, on your bike?

Andrew:

Yeah.

Andrew:

I shipped a box down.

Andrew:

I was a bike and kayak guide at the time, so one of my first hospitality

Andrew:

experiences was taking people out for multi-day kayak trips.

Andrew:

And it was an amazing lesson in hospitality when you hear

Andrew:

someone say, I've been saving for this trip for 15 years.

Andrew:

And the thought is like, okay, well, we have to make this the

Andrew:

most memorable thing you've done.

Andrew:

And, uh, I really loved that.

Andrew:

I ended up working in-- I worked in restaurants, other hospitality things

Andrew:

before eventually doing some Airbnb things, but I was just addicted to

Andrew:

the idea of how can you give someone an incredible experience/memories

Andrew:

that they will remember?

Andrew:

And for us, the ultimate memory that everyone wanted when we were kayak

Andrew:

guides was, could we see a killer whale while we're out paddling?

Andrew:

So we were doing kayak guiding up in the San Juan Islands, and it was fun.

Andrew:

It was great to try to get people life experiences.

Sarah:

At your core, what were you interested in as a kid?

Sarah:

Was it hospitality?

Sarah:

Was it customer service?

Sarah:

Are you an engineer?

Sarah:

What did you think you wanted to do when you were little?

Andrew:

Well, I studied history.

Sarah:

Okay.

Andrew:

In college, I studied history of science and technology,

Andrew:

which I found fascinating.

Andrew:

And I studied the history of social movements too.

Andrew:

And I think what both things were-- I left college obviously without a clear

Andrew:

indication of how to apply those to any professional career but what was

Andrew:

really interesting about both fields was history of science and technology

Andrew:

illustrated the inevitability of some technologies impacting people.

Sarah:

Hmm.

Andrew:

And the history of social movements really looks at, I mean,

Andrew:

the synopsis of it is that every change we see in the world today

Andrew:

started from a small group of people who really believed in something.

Andrew:

And what is Airbnb/writ large the people you all are serving building

Andrew:

brands who believe that there's a more maybe creative connected version

Andrew:

of hospitality that could exist?

Andrew:

So I've long looked at Airbnb as a pretty fascinating shift in how people are

Andrew:

going to live, travel, interact, etc.

Andrew:

So for that reason, I tracked my love of what I do today back to that.

Andrew:

And then I would just hope hospitality doesn't come from training, it comes

Andrew:

from, I mean, I love our industry partly because-- sometimes I say

Andrew:

to have a great brand, you need a cell phone and a personality.

Andrew:

And hospitality is just trying to make people feel great, which

Andrew:

any of us can choose to do.

Andrew:

So I love that.

Andrew:

So that's a little bit of all the underpinnings of maybe why I get so

Andrew:

much joy out of what I get to do today.

Annette:

So when did you host your first guest, though?

Annette:

You're this bicyclist and the incubator, take us through hosting

Annette:

your first guest and how that happened.

Andrew:

So living in San Francisco in a shared home of, there were five or six

Andrew:

of us living in the home at the time.

Andrew:

There are probably four businesses that are being started out of

Andrew:

that house, and none of us had really enough money to pay rent.

Andrew:

So we both out of, what a curious idea, but also, hey, rent's coming up, started

Andrew:

listing couches and rooms on air bed and breakfast, this crazy idea that we loved.

Andrew:

So our home, I mean, collectively that home hosted hundreds of

Andrew:

people from all over the world.

Andrew:

We probably were among the first hundred-ish couches and rooms on

Andrew:

air bed and breakfast just because we had such early access to it.

Andrew:

And San Francisco was one of the first real spots that took off, and ended up

Andrew:

hosting-- in my room, what we'd do, we'd rent out a room and go sleep on the couch.

Andrew:

And it would lead to some hilarious social experiments.

Andrew:

Can I share my most famous guest?

Annette:

Well, what's it rated?

Annette:

I'm like, I don't know what our show's rated.

Andrew:

There are, uh, this one will be peachy.

Sarah:

Okay.

Annette:

Okay.

Annette:

We'll keep a-- I'll do a Patreon episode for the other ones, I guess.

Andrew:

Right.

Andrew:

There was, um, one day I got a call from someone, they said, hey, it's,

Andrew:

I can't remember the name of the in individual, but it was a woman calling

Andrew:

me from Airbnb and she said, Andrew, could you host Brian Chesky tonight?

Andrew:

And I was a huge Airbnb-- I loved-- of course, I knew who Brian was

Andrew:

and I knew he was traveling around.

Andrew:

And I never expected that they would reach out and say, hey, we want

Andrew:

to stay with you, but they did.

Andrew:

I said, absolutely.

Andrew:

And they called back probably two hours later and they said, would

Andrew:

you mind if ABC News came by and filmed him staying at your home?

Andrew:

And I had a publishing company at the time I was trying to start.

Andrew:

And I was thinking in my head, this is my big break.

Andrew:

And then they called two hours later and I said, of course, ABC News can come by.

Andrew:

And they said, would you mind cooking breakfast for Brian?

Andrew:

And ABC News, they'd like to film you serving Brian breakfast.

Andrew:

And having been a cook in the past cooking at restaurants before, I was like, oh

Andrew:

my goodness, we're going to do To The Nines' eight-course brunch with Brian.

Andrew:

So we did.

Andrew:

And it was an amazing experience.

Andrew:

And I still have the video of the, uh, a friend filming, I actually think Brian

Andrew:

was filming this, Brian filming the newscaster interviewing me, saying, so

Andrew:

you rent out extra rooms in your home to strangers, with this incredulous look.

Andrew:

And I was saying, yeah, it helps pay for everything.

Andrew:

So yeah, that was a fun experience.

Andrew:

And I mean, how could you not be hooked after that to, again, what now

Andrew:

looks like the greatest unlocking of creativity in the history of hospitality?

Sarah:

Wait, did Brian Chesky sleep over or he just come over for breakfast?

Andrew:

He spent two nights.

Andrew:

Yeah, he spent two nights on--

Sarah:

So good.

Andrew:

There's some other funny down the road stories that I ended up turning

Andrew:

that video that he made and sent to me into an application to Airbnb.

Andrew:

I wanted to join their marketing team.

Andrew:

They actually did not.

Andrew:

I did not get the job, but Airbnb ended up eight years later investing

Andrew:

in one of the things we built.

Sarah:

Is that because of this previous relationship, or is that just--

Annette:

Is it because of your brunch?

Annette:

Did the brunch seal the deal?

Andrew:

Okay, so it's funny.

Andrew:

So I made a video.

Andrew:

I might have to share it with you now, even though I've hidden it on YouTube

Andrew:

forever because I'm so embarrassed by it.

Andrew:

When I got to meet Brian eight years later, which was the final meeting

Andrew:

to decide whether Airbnb was going to invest with us, I started the

Andrew:

meeting off by playing the video.

Annette:

Nice.

Sarah:

Smart.

Andrew:

And Brian said, who's filming this?

Andrew:

And I said, you are.

Annette:

Oh wow.

Sarah:

Mic drop.

Andrew:

All of a sudden he's like, oh my goodness, I remember this.

Andrew:

I remember walking up your stairs.

Andrew:

And at the end of the meeting, he says, well, we have to work together.

Annette:

Love it.

Andrew:

We have to.

Andrew:

This is so crazy that we would, years later, take someone who is a host

Andrew:

and be investing in businesses that were started on top of our platform.

Andrew:

So anyway, as you can tell, luck and fun pulled us through this crazy experiment

Andrew:

that is building businesses, etc.

Sarah:

We've had a lot of amazing guest, amazing stories.

Sarah:

This might be--

Annette:

I know.

Annette:

Now I'm already like, we need to have an episode two because we're

Annette:

not even going to be able to get to what we thought we were going to get.

Annette:

What--

Andrew:

I'm sorry for--

Annette:

No, it's okay.

Sarah:

No, it's good.

Annette:

But really quick, that house, how much money were you making?

Annette:

Was everybody the host?

Annette:

Was there one person messaging?

Annette:

Obviously, it was in the infancy of Airbnb, so did you have financial

Annette:

goals or was it like, however much we can make this month, all the

Annette:

roommates, you split it or how did that go down with so many roommates?

Andrew:

I was charging what I thought was an absurd price of a $100 per night.

Andrew:

My rent was 900, and I thought if I can rent it out for a week

Andrew:

per month, my rent is $200.

Andrew:

And then I started pushing it to the point where my roommate said,

Andrew:

hey, you actually have to live here.

Andrew:

Because all of us were, um, this is 2000, I want to say 2000, maybe nine, 2010.

Andrew:

I can't remember the exact.

Andrew:

It was early at that time.

Andrew:

But we were all-- everyone who had moved to San Francisco, it wasn't

Andrew:

like there were a lot of jobs.

Andrew:

It was right after that financial crisis.

Andrew:

So a lot of us were like, we'll start a business because we can't get hired.

Andrew:

So it was this interesting area where all of us were basically, we were

Andrew:

living cheaply and trying to cover rent and other a modicum of expenses.

Andrew:

So that was my room.

Andrew:

I had another friend starting a jellyfish aquarium company that ended

Andrew:

up on the cover of New York Times.

Andrew:

He was also renting out his room.

Andrew:

Uh, you had the people who were in the Accelerator with Airbnb.

Andrew:

There were all sorts of businesses and we all had to break even.

Andrew:

So there were funny things that happened.

Andrew:

I remember one of those people sold a website because he didn't have enough

Andrew:

money for dinner, and he's like, I just need some money, so here's a website.

Andrew:

Uh, the crazy things that were happening to get by and to build

Andrew:

businesses that I still look back on as, honestly, some of the happiest,

Andrew:

most amazing days of my life, certainly.

Andrew:

Hard to recreate, amazing to live through.

Annette:

All right, so we start with the room.

Annette:

Let's talk about Lyric and how you got to that.

Annette:

Because I think our listeners, it was you rode your bike to San Francisco,

Annette:

you got, obviously already bit by the hospitality bug, but then you got stung

Annette:

by it when the CEO of Airbnb stayed.

Annette:

Take us to the next step then.

Andrew:

Yeah.

Andrew:

I started working professionally in the short-term rental

Andrew:

space about 10 years ago.

Andrew:

And I founded Beyond Pricing, ended up then going to starting both

Andrew:

Wheelhouse and a company that came to be known as Lyric at the same time.

Andrew:

Lyric was an operating company or really a hospitality brand.

Andrew:

And what we were doing was we were going into apartment buildings, and it

Andrew:

is somewhat controversial, but we were coming in, we were leasing eventually a

Andrew:

floor or the whole building, designing all the spaces, and then hosting guests.

Andrew:

So Lyric was, uh, aimed at corporate travelers in urban spaces, really

Andrew:

beautifully designed decor.

Annette:

Were you signing master leases with the landlords?

Annette:

Is that what you were--

Andrew:

We were.

Annette:

Okay, so aform of arbitrage.

Andrew:

It was arbitrage.

Andrew:

Yeah.

Andrew:

And it was-- arbitrage was required for what we were doing.

Andrew:

Really it was the lease was required by law.

Andrew:

For the inventory, we were renting apartments.

Andrew:

And the goal was to prove it out so we could move to a management model,

Andrew:

which we could talk more about to Dave.

Andrew:

But for your listeners, a lease/arbitrage is really good,

Andrew:

I think at a small portfolio size or getting into the business.

Andrew:

And as you scale, you might want to start looking at property management

Andrew:

as a way to take less risk and potentially scale a lot faster.

Andrew:

And happy to talk more about that if valuable anytime.

Andrew:

But yeah, we were all lease arbitrage, both required by law as

Andrew:

well as it's a faster way to scale.

Sarah:

And the same time you were starting Wheelhouse.

Andrew:

Yeah.

Andrew:

It was all one company.

Andrew:

We thought if you wanted to create a new type of hospitality experience, you would

Andrew:

ultimately need to control everything from the data to the development of properties.

Andrew:

So we wanted data to inform what guests want.

Andrew:

We wanted that data to underpin ultimately about four different software products.

Andrew:

Everything from cleaning to customized guest experience, digital access.

Andrew:

So ludicrous that we tried this to be honest.

Andrew:

And then we wanted those spaces.

Andrew:

We went and really thought that Lyric could illustrate the highest possible

Andrew:

level of the Ace Hotel on an apartment footprint was the goal of the design.

Andrew:

And we thought, if you're the best at technology and you had a great

Andrew:

beloved brand tied to new travel trends where people wanted these

Andrew:

larger spaces, we thought that was the way you could eventually build

Andrew:

the next great hospitality brand.

Andrew:

And I still believe that to be true.

Andrew:

Uh, Lyric did not prove that.

Andrew:

Someone else will.

Annette:

Okay.

Annette:

If we can talk about it, so Lyric is not around anymore.

Andrew:

No, we shut it all down during Covid.

Annette:

We get asked about arbitrage all the time, um, because it's

Annette:

how a lot of people want to get started in short-term rentals.

Annette:

And Sarah and I, a sentiment that you just said that scaling property

Annette:

management is way less risky because obviously Covid did happen.

Annette:

The worst-case scenario did happen.

Annette:

And is that what happened to your organization?

Annette:

It's like, hey, you had no guest and you were responsible for all of these leases.

Annette:

Is that the downfall there?

Andrew:

Yeah, exactly.

Andrew:

When I talk about what happened to us during Covid, I think

Andrew:

about-- it wasn't one factor.

Andrew:

It was, one, scaling the business of that size quickly is really

Andrew:

hard, whether it's from, I mean, we were in 15 different markets.

Andrew:

We went to 25 buildings in about two years, whereas most

Andrew:

hospitality scale slowly just because the details really matter.

Andrew:

Scaling the team to support that is not easy.

Andrew:

So we were, uh, north of 150 people when Covid hit full-time, probably 300 plus.

Andrew:

And that was with a CEO who had never managed more than candidly,

Andrew:

probably about 10 people.

Andrew:

So I think those were all things, but then when you look at Lyric, we

Andrew:

were venture-backed, lease-exposed urban corporate hospitality.

Andrew:

That was not a great place to be.

Andrew:

Occupancy went from about 80% to 7%.

Andrew:

We actually had a pretty good amount of cash in the bank, but we also started to

Andrew:

look at burn that was, not to talk too much money, but in the millions per month.

Andrew:

And we said, when will the market recover?

Andrew:

Uh, corporate urban response has been slow, much slower

Andrew:

than vacation destinations.

Andrew:

We look to, uh, basically what happened in New Orleans post-Katrina.

Andrew:

So New Orleans post-Katrina has never gotten back to the same

Andrew:

level of travel as pre-Katrina.

Andrew:

New York after the great financial crisis took five years to recover.

Andrew:

And so we said, well, what's the recovery rate for a global panemic.

Andrew:

Is it months?

Andrew:

That feels irrational.

Andrew:

However, we have this technology company that serves a ton of different types

Andrew:

of businesses, so therefore we have very diversified risk on Wheelhouse.

Andrew:

So we, uh, for us the call was a painful one, was to say goodbye to 92% of our

Andrew:

team, move out of 25 buildings across US during Covid, and see what the world

Andrew:

looked like when everything settled down.

Andrew:

That was the "rational" thing to do.

Andrew:

To the question on lease exposure, we could dive into that

Andrew:

more explicitly if you'd like.

Annette:

Well, we can maybe do another episode about that just because we

Annette:

don't really talk about lease arbitrage.

Annette:

I have one more question just about Lyric and then we can get into--

Andrew:

Yeah, of course.

Andrew:

Anything.

Annette:

I know our listeners are dying to know, how in the heck are you

Annette:

getting cleaners for all these places?

Annette:

Was that the biggest pain point?

Annette:

It's the biggest pain point of, I feel like, most hosts.

Annette:

And I don't want to say pain point.

Annette:

They have excellent cleaners, but when you don't, you don't.

Annette:

So you saying these numbers, cleaning's the first thing that I go to.

Andrew:

So it's interesting.

Andrew:

Some things get harder with scale and some things get easier.

Andrew:

Cleaners is something that gets arguably easier because all of a sudden

Andrew:

you have enough inventory where--

Annette:

Uh, to keep them busy.

Andrew:

You can come to someone and say, hey, look, we can guarantee

Andrew:

you some amount of cleanings, and all of a sudden you're a great

Andrew:

contract where they prioritize you.

Andrew:

So cleaning, ironically, was a great lesson in why density within a building or

Andrew:

within a market was actually our cleaning costs went down and our scores went up.

Andrew:

So that was a non-obvious learning from us scaling cleaning.

Andrew:

Uh, the hardest thing was, and still is in my mind, was digital access,

Andrew:

because we needed to get someone into the front door of a building, up the

Andrew:

elevator, and then into the room.

Andrew:

Whereas if you have a single-family home, digital access is relatively solved.

Andrew:

So yeah, there's all sorts of interesting problems.

Andrew:

This is why hospitality is so fun.

Andrew:

You are in the business of solving a problem best for what stage

Andrew:

you are currently at/what you're trying to achieve with your brand.

Andrew:

So yeah, there, um, there are, uh, cleaning became easier, specifically.

Andrew:

Uh, we can talk about what became harder or what else.

Andrew:

But that is the shortest answer, is cleaning became easier.

Sarah:

As a fellow entrepreneur, I'm guessing our listeners are

Sarah:

thinking the same thing I am though.

Sarah:

Andrew, is like, how brave of you to make, number one, to look at

Sarah:

historicals and see what could happen.

Sarah:

History repeats itself.

Sarah:

Let's look to Katrina, New York.

Sarah:

That's so sensible especially a time when you must have been so stressed out

Sarah:

or you could have become so stressed out if you didn't just think logically.

Sarah:

And then just to make that really great decision, I want to offer our listeners

Sarah:

too, we had an episode about this a few weeks ago, just about pivoting

Sarah:

and just looking, being really honest with yourself and knowing even if it's

Sarah:

the "wrong decision", vacillating for too long can also be incredibly cruel.

Sarah:

Anyway, I just want to commend you on pivot that you've made

Sarah:

and just how brave that is.

Sarah:

And it's really inspirational for fellow entrepreneurs, everyone listening.

Sarah:

I just love hearing that story.

Andrew:

Oh, thanks.

Andrew:

I'll share that it was because really wise folks in January had

Andrew:

said, run a down scenario of what happens if what's happening in Italy

Andrew:

and China if Covid comes to the US.

Andrew:

So people smarter than I.

Andrew:

I was myopic like, no, we're going to be great, whatever.

Andrew:

They said, just assume you aren't and run a down scenario now and tell us,

Andrew:

so this is our board, they said, tell us what happens if revenue drops 90%.

Andrew:

So when revenue dropped literally 90%, we already had the plan in place.

Andrew:

And then, uh, with Lyric, the hardest part was, when you're building a

Andrew:

business, scaling a business, it's impossible not to love the people you

Andrew:

work with/we've become friends with them.

Andrew:

And the scariest thing is, oh my goodness, all these people who have invested all

Andrew:

their time, I now need to tell them that everything we believed in is gone.

Andrew:

And the thing that made it easier was close enough relationships.

Andrew:

A number of people who came to me and said, there's no way we can

Andrew:

survive this, we know what you have to do, permission to do it.

Andrew:

So I would say bravery wasn't the word that came to mind.

Andrew:

I appreciate that reframe, but it was more like, hey, great

Andrew:

people told me what to do.

Andrew:

It was the, uh, the compassionate thing to do was to move quickly.

Andrew:

By moving quickly, ironically, we were actually able to take better care

Andrew:

of the people we were letting go of.

Andrew:

So there were enough reframes that framed it for me and something I'm comfortable

Andrew:

with of this is the compassionate move.

Andrew:

We do it as opposed to we're just saying goodbye to all our friends.

Andrew:

The reframe of that was powered by other people's work that had put us

Andrew:

in a position to make, ultimately, what I think was the right decision.

Andrew:

Not fun, but right.

Andrew:

AD MARKER

Annette:

So your revenue management, your dynamic pricing, we have

Annette:

listeners, let's help them right now.

Annette:

If they have to take their individual property, we see it a lot right now, we

Annette:

see airbnbust, we see that there's so much, there's saturation in markets, how

Annette:

can you guide an individual homeowner, a host, and how they can look at that report

Annette:

if their revenue is going to decrease?

Annette:

Can you help us with that?

Annette:

What should we be looking for?

Annette:

How can we use these tools?

Annette:

Put yourself in their shoes.

Andrew:

What I like to say about revenue management/pricing is that there's

Andrew:

no-- I don't believe in a macro story.

Andrew:

So it can be like, hey, there's an Airbnb bust, and maybe some people are

Andrew:

experiencing a drop in revenue, and there are plenty of people who are not.

Andrew:

So you'll see-- the really interesting thing about Airbnb is because you have

Andrew:

everything from TBs to 12 bedrooms across every market out there.

Andrew:

There's no one universal this is the best thing, bland advice that

Andrew:

I can give for your business.

Andrew:

So what--

Annette:

You can.

Annette:

Let's start here.

Annette:

Can you at least start by saying that every host should be paying

Annette:

attention to revenue management?

Annette:

When I first started hosting, revenue management, uh, a

Annette:

hotel does revenue management.

Annette:

I don't even know what that is or why I need to do that.

Annette:

So is that the first message?

Annette:

Is that if you are a host, you're a revenue manager also?

Andrew:

I would say, uh, as soon as you post a price online, you are in the

Andrew:

business of doing revenue management.

Andrew:

Whether you choose to do it actively or not is your choice.

Andrew:

Whether you choose to use a machine or not is your choice.

Andrew:

But you are selling something for a price that the market will evaluate.

Andrew:

So pricing and revenue management, we might have time today to

Andrew:

break down the difference.

Andrew:

The short version is dynamic pricing, you're usually using a

Andrew:

machine to look at demand patterns and automating certain aspects.

Andrew:

Revenue management, you're starting to maybe look at different

Andrew:

strategies of how you could, in some ways better guide the machine.

Andrew:

We'll talk about that more.

Andrew:

But in short, almost every asset out there, so airline, flights, obviously,

Andrew:

the price changes dramatically, gas, fruit in high season, low season.

Andrew:

Pick a commodity, it changes.

Andrew:

Clothes that are in fashion versus not in fashion.

Andrew:

Everything is tied to supply and demand.

Andrew:

What gets attention in the accommodation space is the practice of revenue

Andrew:

management where hotels and airlines have proven you can drive real returns

Andrew:

off of it on basically paying attention to demand signals and supply signals.

Andrew:

I don't know what business is at scale without it at some point, because

Andrew:

there is a science to it where you can see the actual revenue uplift.

Andrew:

Um, and then there is the art piece to it, which I think of a revenue management,

Andrew:

which is sometimes if you're doing property management, you might have an

Andrew:

owner who wants to achieve a particular goal such as, hey, I want to never go

Andrew:

below this price, or I want to have my summer 50% booked X amount of time

Andrew:

out, which are, uh, revenue management decisions where you're defining a

Andrew:

strategy to achieve a different goal other than just revenue maximization.

Andrew:

Again, we're not going to go too deep unless you tell me to on that stuff.

Andrew:

Uh, but yeah, I think everyone in time does pricing/revenue management.

Annette:

Yeah.

Annette:

Okay.

Annette:

I think that's the thing, is people's thinking, I don't

Annette:

need to do revenue management.

Annette:

I put my prices on Airbnb and that's my dynamic pricing and

Annette:

that's my revenue management, is just putting that out there online.

Andrew:

Yeah.

Andrew:

Again, most businesses, I don't think it's the first thing

Andrew:

you need to do as an operator.

Andrew:

I think if you're an operator, what I would normally say is start with

Andrew:

a property to three properties.

Andrew:

Find revenue in resonance.

Andrew:

Do you love doing this?

Andrew:

And are your initial investments financially a good decision for you?

Andrew:

If you find revenue in resonance and you're scaling, then you look at a

Andrew:

property management software first.

Andrew:

Maybe you get up to scale to five to 10 listings.

Andrew:

Certainly, we have customers with a single listing using us, but that's

Andrew:

when you really want to look at maybe a more advanced system like maybe

Andrew:

a Breezeway at that point, maybe for operational software, maybe a

Andrew:

Wheelhouse for price labs or others for pricing revenue management.

Andrew:

So it doesn't need to be the first thing you do.

Andrew:

There are ways you can manually adjust pricing that are fine.

Andrew:

They just are very time consuming.

Andrew:

I'm not going to lie and tell you it's the first thing you have to do, but I

Andrew:

think in time, as you scale your business is going to be a very good investment

Andrew:

for you to drive better results.

Sarah:

Let's say you have a listener right now who is, okay, Andrew, I am scaling.

Sarah:

What do I look for in a software?

Sarah:

I don't know.

Sarah:

Do they all do the same thing?

Sarah:

If I'm a smaller operator, which our listeners tend to be, under 20 properties,

Sarah:

I would say, is that a big factor?

Sarah:

What should they look for when they are deciding to take this next step?

Andrew:

Almost every software out there in our space in particular, the

Andrew:

better you know it, the more value you're likely to extract from it.

Andrew:

So I think design is an incredibly important aspect of

Andrew:

all software because design isn't about making things beautiful.

Andrew:

It's about making things, in our case, easy to use.

Andrew:

So I think compassionate design is really like, how can we as quickly as

Andrew:

possible, help you achieve your goal?

Andrew:

So at Wheelhouse, we invest a lot in design, partly because

Andrew:

we're like, well, we want you, yes, to make a lot more money.

Andrew:

And so design helps us illustrate different ways you can achieve that.

Andrew:

But b, we actually ironically want to see your time spent on

Andrew:

platform go down for listing.

Andrew:

We're not a social app.

Andrew:

We're not trying to get you to spend all day on us.

Andrew:

We want you to get the job done faster and have better results.

Andrew:

So design is something I would evaluate across property management software,

Andrew:

operational software, any software you choose because it might help you

Andrew:

learn the platform better, faster.

Andrew:

It might help your team.

Andrew:

It will help your team learn the platform better, faster as well.

Andrew:

So design is the thing that helps you scale faster.

Andrew:

So I would say a very blanket statement there, I'd look at the quality of

Andrew:

design, really around ease of use.

Andrew:

I would deeply diligence software as I say, you should diligence Wheelhouse

Andrew:

more than you diligence your bank.

Andrew:

If you're going to hand some pricing control over to someone, you

Andrew:

should do a lot of diligence on us.

Andrew:

I would look at their integrations.

Andrew:

I would argue that, uh, your business is more scalable the more integrations the

Andrew:

platform you choose, especially if it's what your property manager software has.

Andrew:

And the reason for that is you want to be able to switch out your op

Andrew:

software or switch out your pricing software and have one team or one

Andrew:

teammate learn a new set of processes as opposed to if you have a property

Andrew:

management software that you fully switch your whole teams now training.

Andrew:

So probably too much on that front.

Andrew:

Design and integrations put you in a position to scale your business, whether

Andrew:

it's your own time or whether it's a team.

Sarah:

Andrew, we have a membership with operators oN the inside, and I know a

Sarah:

couple of them who have dissed certain property management softwares because

Sarah:

they're just too hard to navigate.

Sarah:

They're not attractive and therefore it's extra challenging

Sarah:

to even just understand it.

Sarah:

And a lot of our audience gets started into the short-term rental

Sarah:

hosting spaces for wealth building, but also they love hospitality.

Sarah:

And so when you talk about pricing, they're like, whoa, I got to do that?

Sarah:

And so if it can be fun and easy to implement, I think their game-- so

Sarah:

my next question for you, Andrew, is if someone came to you, hey

Sarah:

Andrew, I have five properties.

Sarah:

I want to start revenue management via a dynamic processing software.

Sarah:

How much time should I allow myself to learn and then to operate?

Sarah:

What time blocking should I give myself to master this for a smaller operator?

Andrew:

So dynamic pricing softwares, I think all the major ones do offer

Andrew:

a link your account, we'll analyze your properties, and you can turn

Andrew:

on automated pricing right away.

Andrew:

So you could just do that.

Andrew:

And the results are even at that baseline, that will almost certainly

Andrew:

be a profitable decision for you.

Andrew:

And it's because-- not always.

Andrew:

I mean, if you just think about a market, if you're a totally unique property,

Andrew:

if there's no bookings, that's a system where a dynamic pricing tool doesn't have

Andrew:

enough data yet to price you perfectly.

Andrew:

So it depends a little bit about how much data a machine like us can see.

Andrew:

But if you have, call it 20 bookings, I have a lot of confidence that our

Andrew:

machine will be a set it and forget it.

Andrew:

We're going to make you some more money.

Andrew:

If you wanted to come in and start to change operational things, so say

Andrew:

you wanted to say, I really want to have a seven-day minimum stay policy

Andrew:

throughout my high season, my summer.

Andrew:

Well, now you need to come in and set that.

Andrew:

A machine right now doesn't know that's your strategy so you

Andrew:

need to come in and set that.

Andrew:

And if you're setting it across a lot of properties, you want a software that

Andrew:

makes that change really easy to do.

Andrew:

I think some of the revenue management systems are-- I think Wheelhouse

Andrew:

is very strong in that domain of if you do have, call it north of five

Andrew:

properties, I think we're a very fast way to make blanket changes across

Andrew:

your whole portfolio very fast.

Andrew:

So to answer your question, you could set it and forget it.

Andrew:

I think you probably, honestly, with a couple of hours, know

Andrew:

most platforms inside and out.

Andrew:

And then over time you learn about excellent revenue management theory.

Andrew:

We do have a one hour video that you can watch that will make you probably in

Andrew:

the top, I don't know, 20%, 10% revenue manager pricing people in your market.

Andrew:

It's not that hard.

Annette:

Okay.

Annette:

We're going to have to link to that.

Annette:

We're going to help everyone out.

Annette:

Here's my question.

Annette:

Dynamic pricing, we have so many people that, they try it, they

Annette:

test it, and they get scared of the rates right out of the gate.

Sarah:

Oh, yeah.

Sarah:

That's huge.

Annette:

And it's both ways.

Annette:

It's either super high, or super low, or they immediately think that the dynamic

Annette:

pricing software messed up their listing.

Annette:

Take us through that initial shock of someone connecting

Annette:

to a dynamic pricing software.

Annette:

How would you take them through that--

Sarah:

Do you have dynamic pricing therapy for--

Annette:

I mean, this is what we get.

Annette:

People are scared and then they connect it and they're like, I swear I'm not getting

Annette:

any bookings and this pricing looks off.

Annette:

So talk to us about how you would--

Andrew:

That is--

Annette:

Without those objections, what would you do you do or--

Andrew:

Ihave never heard that objection before.

Andrew:

No, I'm joking.

Andrew:

I'm, uh, yeah.

Andrew:

Uh, so totally fair.

Andrew:

I'll put it this way, so pricing is imperfect.

Andrew:

Let's just start there.

Annette:

Ooh, I like that.

Andrew:

By imperfect I mean that we are trying to guess the right

Andrew:

for your unique property every single day, 18 months in the future.

Annette:

Better get it right.

Andrew:

Yeah.

Andrew:

And the truth is no one knows what the right price is.

Andrew:

We are all trying to use data to make a guess.

Andrew:

Now, for your unique property, to make that guess, we need to look at other

Andrew:

similar properties, which in and of itself is an incredibly interesting question

Andrew:

like, well, what is a similar property?

Annette:

Mm-hmm.

Andrew:

So our machine needs to now look at, uh, let's say we

Andrew:

identified a 100 competitors, but we're also looking at a whole market.

Andrew:

So what we are looking at is, I want to see every booking at your property in the

Andrew:

past, as far back as you'll show us, and I want to see everything looking forward.

Andrew:

And then I need to compare that to every other listing in your market and

Andrew:

every other listing in your comp set.

Andrew:

Even your comp set, that is an opinion.

Andrew:

Some people tell us, we only compete against premium properties.

Andrew:

We only compete against two bedrooms.

Andrew:

We only compete against properties on the beach.

Andrew:

We only compete against the other property manager in town.

Andrew:

So even your competitive set, there's actually an opinion that you have.

Andrew:

So all these things illustrate that a machine is an imperfect way to

Andrew:

try to assess your unique property.

Andrew:

And we don't know everything about your strategy yet, so you might look

Andrew:

at us and say, you're totally wrong.

Andrew:

It's like, well, actually, if you helped us build a better competitive

Andrew:

set, we're going to be more accurate.

Andrew:

And again, your comp set, I would argue, is still emotional for most folks.

Sarah:

Yes.

Annette:

Just like residential real estate when you're selling your home.

Annette:

I mean, these comps, you're like, the comps are only getting

Annette:

you this much for your home.

Annette:

I know you think it's the bee's knees, but the comps aren't there.

Andrew:

Yes.

Andrew:

Right.

Andrew:

You always sell a home and buy a house.

Andrew:

And, um, so the market tells us as accurately as possible what the booking

Andrew:

patterns are, and then things change.

Andrew:

A new event pops up.

Andrew:

Having a very reactive pricing engine is important, but I don't think

Andrew:

there's any software across revenue management or operational software

Andrew:

or anyone out there that literally you just turn it on and it works.

Andrew:

You have to come in and put a little opinion into the machine.

Andrew:

Now, I would still tell you, uh, the size behind our set it and forget it

Andrew:

approach is a revenue lift of about 18%.

Andrew:

You might disagree with us on-- we are wrong.

Andrew:

We definitely are wrong

Annette:

Say that percentage again.

Andrew:

I'm probably low balling it right now.

Annette:

And I'm thankful that you're doing that because that, the points

Annette:

that you were just making of what the machine is taking into account,

Annette:

I sure as heck know I am not building out any spreadsheet anywhere near

Annette:

that machine to do any of that work.

Annette:

So that is where I think we have foolish pride as like, oh, we know

Annette:

the market, we know our place.

Annette:

It's like, no.

Annette:

The machine is pulling so much data.

Annette:

It's not possible or it's not anything that I would ever try to

Annette:

do, but 18%, everyone, if you're not using the dynamic pricing software,

Annette:

take a look at your revenue from last year, and heck, just do 10%.

Annette:

Wouldn't you like to have that 10% more?

Annette:

And that's all super low ball.

Andrew:

Yeah.

Andrew:

If you go read the reviews, I mean, you'll see plenty of people who come in

Andrew:

without pricing set up, and they will write, we made a 100% more last year.

Andrew:

I don't want to oversell it because I don't want it to seem trivial.

Andrew:

I actually think it's incredibly important to come in and do deep

Andrew:

diligence on your pricing engine and do deep diligence on your revenue.

Andrew:

Think about your revenue management approach and what

Andrew:

you're trying to achieve.

Andrew:

Um, so I don't want to undersell that, and it doesn't work for everyone.

Andrew:

In some ways, if you were to buy some stocks, if you were to buy

Andrew:

the whole market, you de-risk.

Andrew:

And that's what a pricing engine does.

Andrew:

We're looking at a whole market and trying to de-risk your listing.

Andrew:

You can come in and try a strategy that you're more confident in that might

Andrew:

actually end up outperform the market.

Andrew:

That's where revenue management and an opinion comes in.

Andrew:

And you might have operational consideration.

Andrew:

So again, you might want to look at your minimum stays.

Andrew:

You might want to say, I don't really feel comfortable renting my home out

Andrew:

two days before, if it's a large home because that's likely to have a party.

Andrew:

So you might say, hey, no one can book my place two days out or a week out.

Andrew:

So all of a sudden you're starting to get operational parameters

Andrew:

around a machine like ours.

Andrew:

Or you might be able-- to your question earlier about cleaning, you

Andrew:

might say, well, I can't guarantee I can schedule a cleaner to come in

Andrew:

if someone books four days before.

Andrew:

So my calendar is basically closed four days before a stay date.

Andrew:

So all those things are operational considerations that you come in

Andrew:

and you work with a system like us, we make it very easy to build that

Andrew:

and to execute the pricing strategy within the confines that you give us.

Andrew:

And then your risk comes into it.

Andrew:

Your risk profile says, hey, I got to make a 1000 bucks

Andrew:

this month to cover my lease.

Andrew:

And once I make a 1,000 bucks for July, take a lot more risk.

Andrew:

Totally rational strategy.

Andrew:

Well, a machine doesn't know that you-- we don't know your lease.

Andrew:

You can see your strategy changes over time.

Andrew:

So that's where someone interacting with a system like us is the way to maximize

Andrew:

really the performance of your business.

Sarah:

And I would arguably say, and I know this because I, used dynamic

Sarah:

pricing, it gives you more time to do things you love about hosting.

Sarah:

Maybe that is revenue management.

Sarah:

That doesn't mean you still can't leverage this machine and really

Sarah:

rock out and nerd out with it.

Sarah:

But for me, the operational side in terms of perfecting our turnovers, and really

Sarah:

rocking out our par levels, and wowing the guests, that's what gives me life.

Sarah:

And so I can spend almost less time doing the other components.

Annette:

It's also you're a business owner and business owners try things.

Annette:

They test things.

Annette:

You should have a line item in your budget.

Annette:

Like you said, it doesn't work for everybody, but as a business owner,

Annette:

you at least have to try certain things that are working for majority

Annette:

of other businesses in your space.

Annette:

And I think that's the message that Sarah and I want to get across is

Annette:

that we don't want hosts leaving money on the table because they have

Annette:

foolish pride or their stubborn or they don't want to learn something.

Annette:

And we're not saying it's going to work for everybody, but we have to,

Annette:

as business owners, test it, try it, and make an informed decision, not

Annette:

just a feeling, it's data over drama here, of like, okay, I tested it.

Annette:

I didn't see the return that I wanted.

Annette:

That's not just my feeling about it.

Annette:

And so that's what we want to offer to everybody, is that it might not work for

Annette:

you, but as a business owner, we want you to know what the softwares are, what they

Annette:

can do, what they should be doing for you.

Annette:

And if it doesn't work, fine, but at least you also know that you

Annette:

tried it, boom, onto the next thing.

Andrew:

I love that.

Andrew:

So pricing engine, revenue management platform, different, and we could

Andrew:

explore that for literally two hours.

Andrew:

A revenue management platform gives you the ability to run

Andrew:

a really controlled AB test.

Andrew:

So let's say you don't trust a pricing engine yet for whatever

Andrew:

reason, or maybe you have an owner because you're managing the property,

Andrew:

who doesn't-- whatever it is.

Andrew:

But let's say you don't trust it.

Andrew:

It was like, well, what if you wanted to try your own, just run

Andrew:

an AB test on your own strategy?

Andrew:

And maybe that's minimum length of stays longer on one property versus the other.

Andrew:

Maybe you only allow check-ins on certain days one property versus another.

Andrew:

Maybe you have a more aggressive last minute discounting policy.

Andrew:

Well, a revenue management platform, so Wheelhouse, we make it possible

Andrew:

to set an AB test in about a minute.

Andrew:

So don't even use our pricing, use our capabilities to run an AB test

Andrew:

and learn about your business.

Andrew:

And what's interesting about that, what we find is that, a, it

Andrew:

gives you a lot of clarity on--

Annette:

Can you run a AB test though just on one property?

Annette:

Could they do it just with one door?

Andrew:

You would probably do-- harder.

Annette:

Okay.

Andrew:

Harder.

Andrew:

But what you what you could do is you could say-- what I would do in

Andrew:

that case is I would probably take two months farther in the future.

Annette:

Okay.

Annette:

And then do--

Andrew:

I would take October and November.

Andrew:

Yeah.

Andrew:

And I would say, hey, I'm going to raise prices in November,

Andrew:

10% higher than I'm comfortable.

Andrew:

And I'm going to watch those two months and as they approach, I still have plenty

Andrew:

of time to change the strategy, but maybe you just take a little bit of a--

Andrew:

or maybe it's like you go to November versus October and you say, I'm going

Andrew:

to raise the price 20% on the weekends.

Andrew:

There are ways you can still test pricing strategies and track that.

Andrew:

And whether you would need our AB testing infrastructure, whether you probably would

Andrew:

just measure that on your own, relatively easy to do, but in some ways if you're

Andrew:

not using a pricing engine, revenue management is your own explorations

Andrew:

of how to price your property in a way that hopefully makes that lease easier

Andrew:

to cover, your cleaner, whatever you're trying to do, pay for your business

Andrew:

or pay for your life, uh, we're trying to give you more time and more money.

Andrew:

And sometimes that takes a little time too to get.

Sarah:

Andrew, this was so good.

Sarah:

From stories with Brian Chesky and pancakes to revenue management versus

Sarah:

dynamic pricing, this has been incredible.

Sarah:

Is there anything you want to leave our listeners with that we haven't touched on

Sarah:

that you think would be really important for them to walk away with today?

Andrew:

There's a reason I like to say hospitality is hard.

Andrew:

These are not easy businesses.

Andrew:

I take so much pride in the fact that when Covid hit, the most amazing thing

Andrew:

for me to witness was how quickly all these independent operators started

Andrew:

adjusting their business moving so much faster than hotels did.

Andrew:

And what you saw there was vacation destinations and Airbnb,

Andrew:

this inventory flourished.

Andrew:

And it was partly because independent operators made really fast decisions

Andrew:

around changing market conditions.

Andrew:

And I would remind folks that hospitality is hard, but your strength is responding

Andrew:

quickly to things that change.

Andrew:

You are the owner of your business and your brand.

Andrew:

That's an opportunity for you to go out and ask that last guest,

Andrew:

why do they buy your property?

Andrew:

What do they love about your stay?

Andrew:

And deliver that to the next person.

Andrew:

I think putting in that extra work, that speed of execution that you have

Andrew:

permission to do to change your business is the most amazing part about our space.

Andrew:

And I would just say, keep leaning into that.

Andrew:

And it is hard.

Andrew:

It is fun.

Andrew:

And it's rewarding.

Andrew:

And congrats on trying to build something really powerful in the world.

Annette:

Love that.

Sarah:

Oh my gosh.

Sarah:

That's a--

Annette:

Hospitality is hard.

Sarah:

I want to get a bumper sticker.

Andrew:

It's hard.

Annette:

No, it's great.

Sarah:

It hard.

Sarah:

And that's the thing too, we love to share with everyone, Annette and I, we like to

Sarah:

have fun in our content delivery for sure.

Sarah:

But that's because it's so hard.

Sarah:

There are so many components, especially as independent hosts, as

Sarah:

smaller operators, we wear almost all the hats if not all of them.

Sarah:

And so Andrew, thank you so much for your time today.

Sarah:

Listeners, let us know what was your favorite part about today's episode.

Sarah:

You can DM us on Instagram, email us, hi@thanksforvisiting.

Sarah:

Go check out the show notes.

Sarah:

We will link to so much stuff that Andrew talked about and touched about today.

Sarah:

With that, I am Sarah Karakaian.

Annette:

I am Annette Grant, and together we are--

Both Annette & Sarah:

Thanks for Visiting.