Where entrepreneurs ride,
connect, and build.
A Boston community for business owners, side-hustlers, and aspiring founders of every age — from college kids with an idea to seasoned operators. We do our best networking on two wheels through the Common, along the Charles, and across the Zakim.
@ceoswhobikebostonThe Idea
Business doesn't need a suit.
The best connections don't happen in conference rooms — they happen at mile six, somewhere between the Esplanade and a coffee stop in the South End.We're building a community of Boston entrepreneurs at every stage: teens with their first idea, college founders, side-hustlers, and seasoned business owners. Clip in, push the pace, and walk away with real relationships — not just LinkedIn connection requests.
Monthly Group Rides
Routes through Boston's most iconic neighborhoods, from casual cruises to spirited paces. All skill levels welcome. Starting monthly — weekly rides coming soon.
Entrepreneur Network
Connect with builders at every stage — high school founders, college startups, side-hustlers, and experienced operators.
Built for Boston
Local meetups, post-ride espresso, and city-wide events made for the way Bostonians do business together.
Membership
Start free. Grow with us.
Right now, the entire community is free. Paid tiers with curated dinners, private rides, and entrepreneur masterminds are coming soon.
The Peloton
Available nowFree · forever
- Monthly group rides around Boston
- Member directory & intros across all ages
- Community chat & event invitations
- Mentorship matching with experienced founders
- Weekly rides coming soon
The Breakaway
Coming soonTBA · paid tier
- Everything in The Peloton
- Entrepreneur mastermind dinners
- Private rides with notable Boston business leaders
- Partner perks & investor introductions
Everyone's welcome at the starting line.
Drop your info to get ride invites, member intros, and first access when paid tiers open. Whether you're 16 or 60, if you're building something, you're one of us. Free, no spam, easy unsubscribe.