Justin Jackson has been successfully bootstrapping Transistor.fm with a small team throughout the ups and downs of a shifting economy. He even rejected massive clients to be able to keep running a calm and self-funded business. Find out jus
Every single founder out there quickly hears about the product-market fit. But many entrepreneurs go for years before thinking about another such “fit” that is pivotal in how well your market responds to your product. Let’s talk about the S
Rob Fitzpatrick is a serial entrepreneur, a writer, a community leader, and a very curious human being. I talk to Rob about building an incredibly complicated business, the world of self-publishing, what AI tools can and will do for humanit
When acquirers consider purchasing your Software-as-a-Service business, they want to see many things: an impressive customer base, a promising growth trajectory, and solid financials. But no matter how good these numbers look, you’ll never
Troy Hunt (of HaveIBeenPwned fame) is a cybersecurity expert who has been around long enough to be able to give actionable and pragmatic security advice without complicating things. In our conversation, we chat about best practices for secu
“When a measure becomes a target, it ceases to be a good measure.” These are the famous words of economist Charles Goodhart, who introduced this concept in 1975. The idea is that when a particular metric is used to describe progress toward
Today, I’m talking to Matt Wensing — the founder behind Summit and tweeter of many often controversial things. We talk about bootstrapping a financial SaaS, how to deal with integrations, and when to take funding. Here’s Matt. What We Talk
I was talking to Colleen Schnettler earlier this week, and she’s a glowing example of stair-stepping your way into software entrepreneurship. She started out with consulting, saw evidence of a need with her clients, built a plugin for a pop
Today, I’m talking to Colleen Schnettler, co-founder of Hammerstone and build-in-public podcaster. We talk about getting bootstrapper-compatible funding, juggling way too many projects, and selling a business when you know it’s time to move
Wait, one more thing to do? Aren’t founders busy enough trying to build a business? I get it. The founder’s life could use fewer commitments, nor additional ones. Self-funded entrepreneurs already wear too many hats and juggle dozens of tas