Nearly 6 years ago, I helped Stack Overflow start their newsletter! Over 270 issues later, and we’re closing this chapter of working together. It’s truly the end of an era!

It was the summer of 2019 when the Stack Overflow team slid into my Twitter DMs asking me if I might join them on the podcast, and where we started noodling on the concept of a newsletter. They liked the “vibe” of my personal one, but hadn’t actually put the company one together yet.

We met up in person in NYC, planned out a strategy, talked about tech, and… the rest is history! A few months later, The Overflow was live, the team introduced me on the blog, and we got to writing.

The Overflow started out monthly, then biweekly, and eventually weekly as it gained popularity (and became quite popular once the pandemic hit soon after). Every single week for the past 5+ years, I’ve been gathering links and writing, through major life changes and highs and lows. It’s been a really awesome, consistent thing to keep me accountable and connected to the dev community.

(As a side note, when you’re a project-based part-time contractor, you don’t like… “get” vacation time. Luckily writing the newsletter was low-lift enough that I didn’t worry about it, but imagine literally writing a tech newsletter on your phone in the middle of the ocean on a sailboat. This thing has been written quite literally all over the world!)

On top of writing, I eventually became a regular co-host of the podcast as well! We did a lot there, from a rebrand to an entirely new structure for it. We recorded so many episodes that there was a point where I hit 26 weeks in a row of recording podcast episodes. My yapping simply could not be stopped, and our team was really fun to work with.

The people I’ve been working with on both projects have been re-orienting, with some folks leaving and some folks staying (and focusing on other things), which led to our ending here. We’re all friends, on good terms, and it’s truly just the end of a chapter so they can focus on a new one. It feels weird not having a bunch of links and copy prepped on Wednesday evenings, or an episode to record on Tuesday and Thursday afternoons, but I’m sure I’ll get over it as I take on new projects.

For now, I’ll keep these screenshots as fun memories!

A newsletter by developers, for developers, curated by Cassidy Williams and the Stack Overflow team. Every week, we’ll share a collection of great questions from our community, news and articles from our blog, and awesome links from around the web.

Games are good, mods are immortal, image of the podcast hosts

This has been such a great learning experience, and I’m grateful to have had it.