For most businesses, turning customers into loyal supporters is a major achievement. Virginia Beach-based Where2Wheel has taken that relationship a step further, bringing customers into the company as investors through a $50,000 fundraising effort.
Founded by husband-and-wife entrepreneurs Brittany and Dave Peregoff, Where2Wheel has raised $340,000 since inception, building momentum around a marketplace that connects Jeep, truck and 4×4 enthusiasts with private landowners willing to open their properties for off-road adventures.
The latest fundraising effort introduced a creative way for the company’s community to participate in its growth.
“We had a lot of customers that wanted to invest in Where2Wheel and be a part of what we were building, but the minimum direct investment amount of $25k was too high,” Brittany Peregoff explained.
Working with lead investor Alex Zorychta of Not Yet Ventures, Where2Wheel established a special purpose vehicle (SPV), reducing the minimum investment from $25,000 to $5,000.
The approach allowed smaller investors to participate while consolidating their investments into a single entry on the company’s capitalization table. The SPV also manages the associated investor paperwork, simplifying the process for the startup.
The $50,000 offering was fully subscribed, with Peregoff reporting that 10 customers became investors in the company.
“If you have a large community that supports your startup, then an SPV is an amazing way to raise funds!” Peregoff said.
The fundraising milestone represents another chapter in a business that has spent more than a decade evolving its approach to solving a familiar problem for off-road enthusiasts — finding convenient, legal places to ride.
Founded in 2014, Where2Wheel initially operated as a crowdsourced directory of off-road trails. Over time, Brittany and Dave recognized that helping enthusiasts locate existing trails addressed only part of the challenge. The larger opportunity was creating access where little existed.
That realization led to W2W Parks, a marketplace that partners with rural landowners to host organized off-road experiences. Where2Wheel handles promotion and event logistics, sharing revenue with property owners while allowing drivers to explore terrain that would otherwise be unavailable.
The company has expanded beyond its Virginia Beach roots, offering off-road experiences across the Mid-Atlantic.
Its progress has attracted national attention and recognition throughout the regional startup community. Where2Wheel received investment from Jason Calacanis, appeared on This Week in Startups and participated in the LAUNCH Accelerator, where it was recognized as an investor judge’s top pick at Demo Day.
In 2025, Where2Wheel was named one of three Start Peninsula Championship winners, earning $5,000 to support its continued development.
That momentum carried into 2026 when Where2Wheel finished second among 10 startups competing at the September 17 Virginia Cup at the Sandler Center in Virginia Beach, receiving a $15,000 prize.
The company is also featured in the IHR200, Innovate Hampton Roads’ directory highlighting regional startups and their role in the Hampton Roads innovation economy.
For Where2Wheel, the latest fundraising milestone offers a different measure of success. Its customers are doing more than purchasing tickets and recommending the experience to other off-road enthusiasts. They’re investing their own money in the business they helped build.
It’s another sign of how a Virginia Beach startup is turning a community of off-road enthusiasts into a growing business with supporters who have a personal stake in its future.
