Steve Jobs:

Not everyone on the team really needs to be on your mission But almost all the first 50 employees do Hire pirates and romantics at least until you are truly ready to scale

Advisory board member: Overrated Independent board member: Underrated

Being the head of product in a founder-led job is often a tricky place to be!

My CEO Table dinner topics: 1. Imposter syndrome 2. 2nd acts 3. Hiring a head of product 4. Is AI really moving the needle on scale-up dev orgs 5. The benefits of Function Health monitoring 6. Conferences worth attending 7. Wisdom = overrated

CRO’s love: specialization Customers hate: handoffs specialization = handoffs

Founders are raising at crazy prices. I’m not sure they realize how unattractive it makes them to an acquirer…

Irritating tech: 1. The cellular network 2. Bluetooth 3. Sonos 4. ChatGPT agents

Overrated: smart Underrated: common sense

your late 20’s are crazy because some of your friends are getting married and having babies and buying houses and some of your friends are automating critical business workflows with agentic AI