My Ego Files a Complaint

If confidence were a currency, I just filed for bankruptcy

Forwarded this email? Subscribe for more.

Hey, I’m Tim! ☕

Every Monday, I help you become a top 1% cofounder.

If you really want to answer the unGoogleable questions ↓

Book Beef

I can’t believe this.

I spent years (years!!) agonizing over every word, every sentence, every metaphor in my book about cofounders. I poured my soul into it. Bled on the keyboard. Cried into the Google Doc. I even used semicolons unironically.

And then this guy, Dr. Matthew Jones Matt, my competition, publishes his book.

Of course it’s brilliant.
Of course it’s insightful.
Of course, he manages to explain cofoundership based on his doctorate in psychology and experience coaching teams backed by YC, a16z, and Sequoia.

And don’t get me started on the cover. Gorgeous. Minimalist. Mine looks like a group project everyone quit halfway, including me.

If you couldn’t tell by now, I’m kidding.

I love what Matt’s done with his book. There aren’t many of us cofounder coaches out there so this is a huge win for our industry.

Cofounders need more than cap tables and personality tests. They need language. Stories. Tools that help them name the tension, deal with the silence, and build something real together.

That’s what Matt’s book does. And if you care about building something that lasts, not just as a product, but as a partnership, you should read it.

Proud to be in the arena with him.

That’s all for now,

Tim He

BTW — The Cherrytree cofounder community is now open. Join here →

Work With Me

Coaching — Can be individual or as a cofounding team. Starts at 15-minute quick calls and can be ongoing multi-month engagements.

Workshops — Designed for accelerators, incubators, and venture studios. Learn the fundamentals of building a solid cofoundership from Day 1.

Speaking — Now booking engagements for 2025. Perfect for VCs, unis, and podcasts. Webinars and in-person available.

Our Sponsors

Cherrytree is free. Always has been, always will be. That’s all thanks to our amazing sponsors. Show them some love ↓

Modernize Out Of Home with AdQuick

AdQuick unlocks the benefits of Out Of Home (OOH) advertising in a way no one else has. Approaching the problem with eyes to performance, created for marketers and creatives with the engineering excellence you’ve come to expect for the internet.

You can learn more at www.AdQuick.com

Want to get the most out of ChatGPT?

ChatGPT is a superpower if you know how to use it correctly.

Discover how HubSpot's guide to AI can elevate both your productivity and creativity to get more things done.

Learn to automate tasks, enhance decision-making, and foster innovation with the power of AI.