My mantra for today as I prepare to present @Where2Wheel to over 1,000 folks tonight at Pegasus Tech Ventures Virginia Cup: a Startup World Cup qualifier 😱
If you live in the area and want to join us for an awesome night then you can grab a spot at our reserved link here: https://t.co/FNJ02CJFY6
Wish me luck 🎤
@PegasusTech_V@SWCPTV
Big milestone month for @Where2Wheel 🚙
In June we hit massive expansion leading to
*54% MoM growth
*Double digit monthly revenue (and closing in on double digit take!)
*15%+ average MoM growth for 13+ months
We connect private landowners with local off-roaders for exclusive 4x4 access, and the marketplace dynamics are heating up:
📈 Demand Surge: +35% MoM in orders placed with 6+ months of double digit MoM growth
🗺️ Supply Growth: On track for 120%+ YoY supply growth by the end of July
🔥 Brand Awareness: 1.3M+ views across our social channels.
📍 Now live in 4+ states
Hosted our first bookings (Sold Out!) in Delaware this past weekend! We saw the whole range of vehicles & customers from a 1950s military pickup truck, all the way to a Porsche Cayenne.
Excited to continue expanding our footprint and service area up the East Coast!
Not all marketplaces are created equal.
When pitching to investors, the standard marketplace playbook usually raises eyebrows regarding supply-side friction and low initial margins.
Here is how @Where2Wheel flipped the script, and the 3 reasons investors are leaning in:
1.) Unprecedented Monetization: Traditional marketplaces squeeze by on 10-15% take. Because of the unique value we embed, we’re able to command a 50% take-rate, drastically shortening our path to profitability.
2.) Order Aggregation (Supply Efficiency): We aren't a 1:1 transactional platform (1 order = 1 piece of inventory). By aggregating orders, we require significantly less supply to drive massive volume.
3.) Frictionless Expansion: We don't need to reinvent the wheel to grow. We have several adjacent verticals we can plug into right now with minimal operational changes.
This stat blew my mind.
As a founder you get so stuck in the micro picture:
MoM
This week vs last
Today versus yesterday
That you sometimes forget to also look at the macro picture.
While talking to one of our investors the other day, he asked “how does May 26 compare to May 25 revenue and booking wise?”
Honestly I didn’t know because we are always so focused on MoM that we rarely stop to analyze YoY. I knew 2026 was higher but had no clue by how much.
So yesterday during generating
@Where2Wheel’s monthly investor update I decided to take a wider lens and what I found surprised me.
Did you know the word "Jeep" might have come from a cartoon character?
Before it became the ultimate off-roading icon, the military vehicle was officially called the "G.P." (for General Purpose). 🪖
However, historians suggest soldiers started calling it "Jeep" after Eugene the Jeep, a popular, nimble, all-knowing cartoon character from the Popeye comic strips in the 1930s who could go anywhere and solve any problem. 💪
Talk about a fitting origin story for a vehicle built to conquer any terrain!
Lots in the works for the month of June!!
✔️Bookings
✔️Father’s Day rides in multiple markets
✔️New locations launching
✔️New programs
✔️First ever Summer Kickoff event
@Where2Wheel will hit 2 major growth milestones this month
1.) Launching 2 new markets within the same 30 days
2.) Mulitple bookings taking place on the same day in 3 separate regions on the East Coast (our target growth sector)
Big things in the pipeline as well so excited to push the boundaries again next month! 🙌
In the early days of a startup, you live and breathe experimentation.
Every single day is packed with micro-tests to see what sticks, what converts, and what falls flat. But when you’re moving at 100 mph, it’s incredibly easy to blink and miss the valuable insights right in front of you. 👀
I was catching up with one of our investors, Alex, the other day, and he reminded me of something critical: Stop and pay attention to the micro-experiments. They add up to your most actionable data.
So, we slowed down and put that mindset into practice this week at @Where2Wheel. We looked at our landowner referral program. We didn't change the monetary reward, and we didn't change the underlying structure. We just made a slight tweak to the language we used.
-> The result? A 60% increase in referrals within 72 hours. It was a powerful reminder that in the startup world, success isn't always about making massive, sweeping changes. Sometimes, it’s about the compounding effect of tiny, intentional adjustments. 📈
To my fellow founders and builders: Don't overlook the small tweaks today. They might just hold your biggest breakthroughs.
We do everything we can to make easy for landowners to say “yes” and signup on our marketplace. Sometimes that requires creativity on mapping & routing and other times it requires 💪
📍Here is our founder David helping a landowner with a rock garden 🪨
Sun’s out, tops off! ☀️🚙
We were thrilled to partner with MD’s Jeep Club to host their Go Topless 2026 ride this past weekend & what a massive success it was!
The event was a total sell-out 🙌We loved being able to provide the club with an exclusive off-roading option right in their backyard to cap off a day full of festivities. There’s nothing quite like the offroad community 💙
Huge thanks to the MD’s Jeep Club team for the collaboration.
We just hosted our first @Ford Raptor R at a Where2Wheel booking! 🙌
A common trend we’re seeing:
For many owners, their very first time taking their new rig off-pavement is with us. Why? Because we’ve removed the biggest barrier to off-roading—accessibility.
By bringing off-road experiences closer to home, we make it convenient for owners to finally use their vehicles for what they were actually built for.
❗️ RVA Location Announcement ❗️
Introducing W2W Parks newest location OG Trails @ ORT!!
This location is only 1hr from the RVA area & offers:
✔️8+ miles of 4x4 trails
✔️4 different trail systems with varying difficulty
✔️Multiple elevation changes
✔️Off Camber and muddy spots along the trails
✔️Ditch crossings
✔️ And one SUPER steep hill climb area to play on
🗓️First ride is on Sun 5/17 from 12-2PM.
Grab a spot to ride & see more dates:
https://t.co/K08EY51lnB
@Where2Wheel hosted a team of engineering students from Old Dominion University that are building prototype offroad vehicles!
They had the same problem that our customers encounter … there was nowhere nearby for them to test their vehicles in an offroad environment. Luckily, they found us and were able attend & test their builds before their big competition in June!
They worked through problems & iterated designs on the fly all while enjoying some 4x4 fun at Moon Shine Farms on the Eastern Shore.
I think we may have even converted some of them to future Jeep owners 😀
@ODU
Look at any serious off-road rig, and you’ll see a curated history of that driver’s loyalty.
People are incredibly protective over what they stick on their vehicles. They don't give away that "real estate" easily. Seeing @Where2Wheel sitting among these logos is proof of Product-Market Fit in its purest form.
It tells me that W2W has moved beyond a utility and become a badge of identity.