Bootstrap Reboot
We’re a community of technology leaders getting into entrepreneurship
Join Bootstrap Reboot to get access to
- Your 7 person peer group of vetted bootstrapped founders building AI enabled businesses.
- Monthly mastermind-style meetings where we process challenges.
- Slack community with conversations around growing/starting your business.
- Accountability, it’s easy to spin your wheels if you don’t have to show results.


Examples of people in the community
- Ex-CTO who took an exit so he can build an AI-first company.
- Veteran CTO building a brand and going into consulting.
- Engineering Manager with high-prestige credentials narrowing down on a niche.
- A young entrepreneur who just found PMF and is on a rocketship of growth.
I started this community to help with the human aspect of building a company.
Having a high-trust peer group lets you dig in to different perspectives, bounce your ideas against people you respect and add accountability to your work.
Us engineers can trick ourselves into thinking that we’re past human connection, but the reality is that entrepreneurship is many times harder if you’re by yourself.
Stop flying blind.
- Apply – All members must have been in a tech leadership position, and are currently exploring entrepreneurship.
- Interview – We want to know what you’re building, how you got where you are, and make sure we’re a good fit for you.
- Invitation – After a review of your profile and a conversation with current community members, you’ll be extended an invitation to join.
