On building of All Trades

I’m thinking about how the only way to get better at making things is to make things, and to let the thinking happen inside the work – where you can judge a thing based on how it feels – instead of outside the work.

The median bootstrapped B2B SaaS company currently spends around 90% of its annual recurring revenue on costs—25% on go-to-market strategy and execution, 24% on research and development, 15% on administrative and miscellaneous expenses, 13% on website hosting and implementation, and 10% on customer retention. Each of these categories of cost is now... See more

There’s lots of well-intentioned advice out there about the risks if a business takes off and there isn’t a solid foundation to stand on. But at the same time, it's no surprise that startup leaders see words like "optimizing headcount through capacity planning models" and file it away as unnecessary bureaucracy that’s more befitting of the “BigCo”... See more

Earn people’s trust, again and again

In a world of factory farmed unicorns that boom, bust, and let their customers down in the process, we have to show that we are committed to sustainability and longevity.

Shifts in values and beliefs slowly change the topography of our cultural landscape, but in some places we experience landslides that happen so quickly, we can lose our bearings. Cultural borders that we thought fell in one place now, strangely, fall in another, and the way we measure the distance between our values requires an update.

The spaces in... See more

“Why didn’t they simply do the perfect thing on the first attempt?”

The short answer is: that’s not how this works. Things are not linear or clean. We can only asymptote towards perfection through trial and error.

There’s wisdom to not talking about our goals. See Derek Sivers TED Talk. It could make you feel closer to your achievement than you are. But a spoken goal, the big one you feel in your bones, the one you’re afraid to say out loud because to not achieve it would be crushing. That takes courage. We reward courage by rooting for you. Some people call... See more