How bootstrapped businsses go from $0 to $250k in annual revenue.
Two Failed Ventures Led to $250k in 11 Months Matt Gira Nov 13th, 2025 Hi friends, It's been a few weeks. I've been moving across the country so I got a little behind but I'm slowly catching back up and getting back into a rhythm. This week's deep dive is a fun one as Phil has built both bootstrapped companies and venture backed ones. We talked about the difference a little bit in this deep dive. Before you read the deep dive though, help me with the question below? I'm thinking of doing the...
One bootstrapped business is solving the nursing crisis Matt Gira September 30th, 2025 I want to get a better sense of where you are in your journey. Where are you right now in building your business? Where are you right now in your journey? Still at the idea stage $0k–$25k annual revenue $25k–$100k annual revenue $100k–$250k annual revenue $250k+ annual revenue Here's a lie that won't die: bootstrapping means staying small and you can't build anything meaningful without investors. NurseHub,...
How a $5,000 Lean Startup Experiment Became Michigan’s Innovation Hub Matt Gira September 16th, 2025 This deep dive is one of the most unique ones I'll ever draft. That's because I'm announcing that I'm joining this business... But this isn't me stepping back from The Quarter. If anything, it's going to make The Quarter better. I'll be meeting more founders who've bootstrapped from $0 to $250k in annual revenue, and I think there are going to be great opportunities to do things in real life...