Take a page out of the YC playbook.

Ditch this idea and instead build a Sales Enablement B2B Saas targeted at other YC companies, fuel the pyramid scheme by selling contracts back and forth between your other VC funded B2B Saas company friends and exit before the hype around you dies down.

Bootstrapping a two sided marketplace in 2026 is virtually impossible, especially one as esoteric and low value as what you’ve described.

(for everyone else) I know this sounds cynical, but it's just a "flashlight" at a lot of the reality that surrounds entire startup "ecosystems". Founders should be aware whether they want to choose the blue pill or the red pill.

The only point about bootstrapping is that there's no "natural" bootstrapping. You're either not bootstrapping because you "own" (one way or another) one of the sides, or you're faking it. Any other "strategy" is a pipe dream meant to get to the bootstrapping-not-bootstrapping graveyard.