This is mostly a verbatim repost of a Twitter thread about my impending Sentry departure from Wednesday, October 30th, 2024, but with some added commentary and laid out for the web.

Some news: Friday is my last day at Sentry.

Hard to believe it, because this is the kind of job and outcome I’ve always wanted. To build a product and company that helps so many devs ship better software, that’s cool and supports open source? At this size and scale?

Joining an early stage startup and having it work out is already rare. Doing so and also getting to promote your values feels crazy.

San Francisco billboard for osspledge.com
The Open Source Pledge is one of the last projects I was faintly associated with

So, why go?

An outcome of tackling big problems like “how do we grow a company from 4 to 400 people?” or “how do we convince corporations to give money to OSS?” is you start to build confidence that you can … just go and solve big problems. The impossible starts to seem less impossible.

9 years here is a long time – I’m over 40 now – and there are other big problems I want to try before I wake up and realize I’m cooked.

(I don’t know exactly what that looks like yet. I’m taking time to figure it out.)

I am eternally grateful to David Cramer and Chris Jennings for starting Sentry, their vision, and inviting me to be a part of it (and to Armin Ronacher for being here the whole way). Totally changed my life.

David, me, Chris, and Armin in 2024
David, me, Chris, and Armin in 2024

Add to that our amazing team past and present, our backers, our users, and the many OSS developers whose projects – like every other major software business – have been critical to making it this far.

This also means my time at Syntax.fm is ending.

Super proud of the last year+ on this team, working with Scott Tolinski, Wes Bos, CJ Reynolds, our marketing manager Kaitlin, and our producer Randy.

I can’t tell you how much I’ve learned from this crew. They are as nice and talented behind the camera as they are in front of it.

The Syntax.fm team in San Francisco during GitHub Universe 2024
The Syntax.fm team in San Francisco during GitHub Universe 2024

Absent a plan, I am going to work on OSS and invest more time in Counterscale.

If you use it (or even if you don’t), I’m super appreciative of feedback, issues, thoughts, notes - anything.

I wrote more about the origins and goals of Counterscale earlier this year.