Writing.
Essays, playbooks, and field notes. Some are old. All still hold up.
The People Playbook: Scaling Startups from 1 to 1,000 People
2022-01-01The guide I wish I had when I was younger. 100% actionable, 100% no-bullshit — for Founders, CEOs, and Chief People Officers scaling teams.
The 10 Supplements I Take Daily to Help Me Live to 150
2021-12-10What I actually take, why, and what I'm still noodling on. Draws from Joe Rogan, Tim Ferriss, and Dr. David Sinclair.
Crossing the Chasm From Individual Contributor to Manager to Executive
2021-12-02You're 30. Eight years in tech. Managing a small team. Frustrated watching others get promoted to Director, VP, Head of. Here's what to do.
15 Questions You Should Ask Yourself in the Final Stretch of Interviewing
2021-11-10Experienced executives ask questions in this order: Leadership → Growth → Culture → Role → Me. Here's the full framework.
The Best Monthly Investor Update Template for First-Time Founders
2021-11-09Only 1/3 of founders update their investors. The fear is being judged. Here's the template I use, pulled from Calacanis, Rabois, Dixon, and others.
The Future of Tech Recruiting Will Resemble Sports Agencies. Who's Your Agent Going to Be?
2021-09-01Agents will represent Operators the way Rich Paul represents LeBron. Aligned incentives, true advocacy, real transparency. The tech recruiting world is about to flip.
Boston Speaks Up with The Operators CEO Ryan Durkin
2021-04-23I sat down with Boston Speaks Up to talk about growing up in Andover, caddying, BostInno, the cost of college, Bitcoin, and what I miss about Boston tech.
Are You a Founder Trying to Get Someone Excited About Your Startup? Highlight These Five Things.
2021-04-21A simple email template founders can use to get operators excited. Leadership, growth, culture. No fluff.
The Top 10 Things I Took Away From LeBron's 'More Than an Athlete' That I'm Applying to My Own Business
2021-01-06Build a champion team around yourselves and win at the game of life. 10 lessons from LRMR (LeBron, Randy, Mav, Rich).
When Asked 'When Can You Talk?' — Come Across Like a Pro and Cut Out the Back-and-Forth
2020-10-01Stop sending 'let me know when is convenient for you.' Suggest 3-4 specific windows and include your Calendly. Saves everyone time.