By Tim Ryan

Where2Wheel, a former Start Peninsula company, just took a giant leap forward by being featured on “This Week in Startups” with Jason Calacanis, who had previously been a keynote speaker at their event. During the appearance, Jason was so impressed by the platform’s potential that he invested $25,000 into the company.

Brittany and her team showcased their innovative platform that connects off-road enthusiasts with landowners, allowing for legal and thrilling off-road adventures. Where2Wheel’s success story is one of persistence and community-building, proving that passion combined with a solid business model can lead to groundbreaking opportunities.

The company, which began as a resource for off-roaders to find legal trails, has evolved into a dynamic two-sided marketplace, now connecting landowners with off-roaders across Virginia and North Carolina. With five active properties and more in the pipeline, Brittany demonstrated the platform’s growing impact on both users and landowners during her pitch.

What makes Where2Wheel especially exciting is its community-driven approach, leveraging social media to fuel growth and build strong relationships with both users and landowners. Their success in the off-roading space is a testament to their deep understanding of the market, the needs of their users, and their ability to innovate.

Where2Wheel’s appearance on the podcast and the subsequent investment is a major validation, showing how a company with humble beginnings at Start Peninsula can rise to national recognition. This story is a perfect example of how startups from our region can make waves far beyond Hampton Roads, inspiring the next generation of entrepreneurs to pursue their passions with tenacity.

You can watch the podcast here or listen here.