OP #326: The Culture Tax

Why Silicon Alley Sports reminds me of product optimization

OP #325: The Things That Compound (Before It’s Late)

Q2 is flying. A conference in Miami, an F1 weekend with my son, and a note I have 10 weeks to get right.

OP #324: Predicting Is Hard. Deciding Is the Job.

What Watches & Wonders 2026 taught me about making decisions with imperfect data

OP #323: The Hard Part of AI Isn't the Technology

Change management, W&W, and why your 65-person team isn't ready

OP #322: Be the Person Who Shows Up

How being on the ground, watching a few too many mid-major games, and knowing when to trust what you've seen won me the bracket pool... and reminded me why showing up still matters.

OP #321: Energy From Building, Synthetic Audience Research, and More

A full OP today which covers a wide range of topics... please make sure to take the synthetic audience research survey.

OP 320: When Speed Replaces Thinking

A bit of a different OP this week. I hope you enjoy it!

OP 319: Leverage, Not Lazy

Why Human-Agent Teams Change the Scoreboard

OP #318: AI Is Raising the Premium on Being Human

In a World of Automation, Differentiation Is Personal.

OP #317: When Custom Becomes the Default

OP #316: What You Clicked On in 2025

A fun look back at the top OP links and stories that you engaged most with in 2025.

OP #315: Human-Agent Teams, 235 hours, and looking ahead to 2026

The last OP of 2025... crazy how fast time flies!

OP #314: Growth Marketing Lessons Learned

Actually, it's more than growth marketing, it's leadership lessons learned while climbing a 19,xxx+ mountain. No, it was not me, but rather, a good pal who shares some knowledge with us.

OP #313: Tokyo, Timepieces, and a Few Gift Ideas

The yearly gift guide is a fun one and hopefully you find something here that is intriguing and of interest.

OP #312: Culture in the Cloud (Tokyo Edition)

An abbreviated OP written while 39,000 feet traveling to Tokyo, Japan.

OP #311: The Culture of the Pause

Why slowing down might be the most productive thing you do this quarter.

OP #310: On Transparency and Creativity

OP #309: The Loop: What Nvidia and OpenAI Teach Us About Circular Investing

Some good news, life skills vs. academic skills, and circular deals. Wow, that's a lot to cover. Enjoy the OP.

OP #308: The 2x2 of Monetizing LLMs

Some learnings from my past that may help those who are thinking about monetizing LLMs.

OP #307: Context Engineering

A great video that anyone who is trying to get up to speed on AI can learn from.

OP #306: Taking Time For Yourself

OP #305: Big Sky Is the New Palm Beach

How crypto wealth, Swiss tariffs, and private jets are redrawing the luxury map.

OP #304: The Two Types of Winners

What a former world #3 taught me about leadership, growth, and why execution always beats flash.

OP #303: Dual-Track Persuasion and Smart Measurement: This Week’s OP

A summer check-in on what it means to persuade both humans and AI — plus why the smartest marketers I know obsess over outcomes, not activities.

OP #302: Keep Building Like No One’s Watching

Early-stage energy isn’t a phase. It’s a mindset.