Now at Working Open
Chris Boylan has moved to Working Open.
I take the Chief AI Officer seat on the leadership teams of companies with 10 to 100 people. Everything I do now lives at workingopen.com, and that is where you'll find me.
Twenty years building software. Three times the CTO.
I have led the engineering teams at Rolling Stone, Us Weekly, Fatherly, CAFE, Daily Dot and Nautilus. I have taken companies through AI adoption from the inside and put AI-powered software into production, and I use these tools in my own work every day, including to build this page.
Working Open is where that experience goes to work for smaller companies. I sit on a leadership team a few days a month, own the AI decisions from what to adopt to what to ignore, and when the right software doesn't exist yet, I build it myself.



