Chris Boley

Finding new happy places @wander. Passionate about making a dent in the travel world.

[Chris Boley @HeyBoley]

Happy 5th @wander! 

[Wander @wander]

Today, Wander turns 5 years old.🎉

To celebrate you helping us make it here, we’re giving away a free trip to one of our 5 original properties.

To enter, simply reshare this post and tag the person you’d want to go on an adventure with in the replies.

[Chris Boley @HeyBoley]

tinkering.

[Chris Boley @HeyBoley]

Always fun seeing creative content come to life around homes you helped bring to the @wander platform.

[Kyle Tibbitts @KyleTibbitts]

Might just book @Wander Surf Pines in Oregon.

[Chris Boley @HeyBoley]

@jwmares @truemed Congrats Justin!

[Chris Boley @HeyBoley]

Some of the best people I’ve worked with aren’t the loudest or the most vocal.

They aren’t attention seeking.
They don’t chase credit.
They just take ownership and execute.

They raise the bar, change outcomes and propel teams forward.

[Chris Boley @HeyBoley]

Excited to see Wander Sites officially launch! Over the past year, we’ve scaled our marketplace 10X. Now property managers can take control of bookings, elevate their brand, and strengthen relationships with guests.

From working with PMs, I know this is going to be a real game-changer.

[Wander @wander]

Over the last year, we've 10X'd+ supply on our marketplace, powering tens of millions of dollars in bookings.

Today, we go a step further – enabling Wander to expand beyond the top 1% of vacation homes and service the entire industry (7M+ units) with the launch of Wander Sites.

[Chris Boley @HeyBoley]

Great night hosting industry friends + partners at Elcielo in Miami.

Good food, better conversations, and a first look at something new we’re building at @wander.

Appreciate everyone who came out.

[Chris Boley @HeyBoley]

One of my favorite parts of working at @wander is getting to bring on remarkable homes that become the backdrop for lifelong memories. Wander Pigeon Forge Majestic is exactly that.

[Wander @wander]

Tired of vacation rental nightmares? 👻 Us too.

We're giving away a $10,000 Wander trip for the craziest vacation rental horror story. Simply reply to or quote this post with your spooky tale and tag a friend.

We'll create ghostly videos of the best ones and choose one winner!

[Chris Boley @HeyBoley]

Wandering 30A.

[Chris Boley @HeyBoley]

Love this.

[Russell Paulson @rp_weekly]

36 hrs in the desert w/ @wander

[Russell Paulson @rp_weekly]

I worked with a travel+concierge firm where membership fees started at $63k/yr.

One of the main perks for clients was the always-on concierge service.

The fact that @wander provides this for all customers through their app, combined with their bespoke inventory is incredible.

[Kyle Tibbitts @KyleTibbitts]

What is staying at a @Wander like? This is just about as close to experiencing it without booking a trip yourself.

[Wander @wander]

.@jaentwistle live on @tbpn top of the hour:

[Chris Boley @HeyBoley]

Thankful to be on this journey building with an incredible team. Helping find more happy places for more people to enjoy.

[Wander @wander]

We’re excited to share that Wander has raised a $50M Series B from @QEDInvestors and @FifthWallVC with @Redpoint @UncorkCap @StarwoodCapGrp @BreyerCap @AuthenticVC @ActivantCapital @Soma_Capital @AlumniVentures @ForecastLabs and many other incredible investors.

[IO Podcast @IO__podcast]

New episode! This time with @jaentwistle, CEO of @wander who earned 200k on his waitlist alone. Impressive idea and even more impressive founder.

Full breakdown of how he's scaling here:

01:40 The Idea For A Efficient Vacation Rental Management Platform
05:42 The Business Growth Strategies at Wander
07:05 Solving The Supply Problem
11:53 Transition to Third-Party Inventory Strategy
20:17 Transaction vs. Subscription Revenue Models in Software
27:48 Visionary Hiring Culture at Wander
29:58 How Exceptional Service Elevates Wander's Customer Experience

[Wander @wander]

Today @Wander turns four years old.

When we launched in 2021, we knew travelers wanted something different and better, but didn't have any idea how incredible our customers would be in partnering with us to build the infrastructure to experience the world. We're super grateful.

[Wander @wander]

🗓️ April 2025 recap:

–– 1,000+ total Wanders on platform
–– Int'l locations in 🇪🇸🇨🇦🇲🇽🇩🇴🇯🇲🇨🇷
–– 86.1 NPS and 91.5% CSAT in April
–– 31.9K guest ↔️Concierge messages
–– 34.3K lifetime nights booked
–– Record GMV and bookings
–– Shipped geospatial search

We love our customers.❤️

[Kyle Tibbitts @KyleTibbitts]

.@Wander recently crossed 30,000+ nights booked on the platform, equating with 83 years of guest happiness.

[Wander @wander]

🗓️ February 2025 recap:

– 600+ total Wanders on platform
– International locations in 🇨🇦🇲🇽🇩🇴🇨🇷
– 100+ new Wanders launched
– 100+ new Wanders signed up
– 23.6K guest messages with Concierge
– Industry-leading 90+ CSAT and 80+ NPS

So grateful to our incredible customers 🙏