Hey, I’m Kyle. I’ve spent the last 17 years building, scaling, failing, and winning in high-growth software. Most importantly, I’m the father of two wonderful boys, an energetic dog, and one too many books on World War II.
How to Not Get Fired: 15 Years and 20 Lessons Running Marketing
You got 10x better at AI and killed your team
Screwing Up with My CEO & Vibe Coding an Operating System
The Robot Social Network is Terrifying & Hilarious and other musings
This work is f****** hard and how you work is super important.
Special Branding Edition(s): Why rebrand?
Inside: Identity Change, Death, Dogs, and Talking About Loss
Inside: What My Robot Thinks I Learned in 2025 + Most Read Entry
Inside: Remembering What Matters Most
Inside: Letter to My Sons & More Advice From Annual Planning Hell