Tag entrepreneurship

Bootstrapping a side project into a profitable seven-figure business in four years.

The pitch of modern SaaS is "don't reinvent the wheel." But every wheel you bolt on comes with some friction.

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It's a trap.

Deploying something useless into production, as soon as you can, is the right way to start a new project. It pulls unknown risk forward, opens up parallel streams of work, and establishes good habits.

Don't ship when you have a minimum viable product. Don't ship a prototype to get feedback. Ship a blank page to your production servers on day one.

Looking back on the last four years, what worked, what didn't.

Lessons from 100+ DevTool founders - DevTools successes, failures and stories in a free weekly email and podcast.

Open source business models are hard. A question I often get it why is it even open source? Here are some of my thoughts on that, and reasons why

Reusable, composable, single responsibility — these are all things good SaaS products have in common with UNIX command line tools.

Ramblings about common free trial lengths and time-to-convert.

Enterprise sales don't have to be crazy.

Dominating a niche

Healthchecks.io launched in July 2015, which means this year we turn 9. Time flies! Previous status updates: In 2018, My One-person SaaS Side Project Celebrates its Third Birthday In 2021, Healthchecks Turns 6, Status Update Money Healthchecks.io currently has 652 paying customers,

Let's look at the numbers behind Xata's free tier. How much does a database cost us and why are we offering them for free.

Will Yaak be open source? The short answer is no, there are no plans of going open source. Instead, Yaak will…

One of the biggest sticking points of being a solo dev is maintaining motivation. I’ve been keeping a journal entry about how to hack my motivation, what works and what doesn’t. Here are the things that have worked. Convert external sources to motivation I’ve always known that I’m more extrinsically than intrinsically motivated, so I have a couple systems that help to give me bursts of external motivation. For example, the Money Bots, which pop up every time someone subscribes.

When I started writing and publishing open-source software about 15 years ago, I was pretty radical about it. I only used permissive licenses like MIT or BSD, as all I cared about was reach. Using a copyleft license with strings attached seemed to hinder that reach. Getting another A-category company

Six years ago, I quit my job as a developer at Google to create my own self-funded software business. This is a review of my last year and what I've learned so far about bootstrapping software businesses.