20 year old wins $3m playing Poker, launches $4m bootstrapped SaaS

20 year old wins $3m playing poker, launches SaaS. He raised $18.2m. After 7 years and dilution down to under 50% he left to launch his new bootstrapped company. Whippy helps lawyers run their operations and hit $4m ARR this month. Can he hit $10m bootstrapped?

CEO Griff Parry launched m3ter in 2020 after selling his first company Gamesparks to AWS. Today 10-100 customers pay him platform fee's and usage fee's to use his usage based billing API tool. He doesn't code but across his team of 56, more than 25 are engineers. Can they scale into their last round valuation?

Launched in 2016 selling software to Music Repair Shops, TudoDesk exited for $1m+. This is the low stress, high wealth way to build a software company. TC won't write about you, but it doesn't matter, you'll get wealthy fast!

Launched in 2016, CEO Matt Prados got rich off dividends and profits. He's bootstrapped to $20m in revenue with plans to hit $32m in 2024. Can he do it? His outbound call center strategy might get him there. 

Tarja recognizes that energy in Finland is a hot space. She's launched a marketplace connecting 100 apartment complex owners with 100 providers of energy services like solar and heat. Shes raising a $15m fund to then back these projects that go through her marketplace. Will she get the $15m SPV closed and change the course of energy efficiency before 2025?