Index set out to make a grocery aisle behave like Amazon. The detour through slow chip cards, legacy cash registers and one very fast dip is the useful part of the story.

Courtland Allen is the co-founder of Indie Hackers, a community and media platform where entrepreneurs share transparent revenue numbers and business strategies. He built the site in 2016, sold it to Stripe in 2017 — Stripe's first notable acquisition — and bought it back in 2023 on its exact 6th acquisition anniversary. A MIT CS grad who failed six startups before hitting on his seventh, Allen has become one of the internet's most trusted voices on bootstrapping and sustainable entrepreneurship.