Cofounder Census

I asked 638 cofounders about their cofoundership

In partnership with

Forwarded this email? Subscribe for more.

Hey, I’m Tim! ☕

Every Mon and Fri, I help you become a top 1% cofounder.

  • Actionable advice: Practical tips you can start applying today.

  • Relatable stories: Real-life experiences from people just like you.

PS — If you really want to answer the unGoogleable questions, book time with me or join our cofounder community.

Margin of Co-error

The most cited cofounder stat comes from The Founder’s Dilemma by Noah Wasserman: 65% of high-potential startups fail due to cofounder conflict.

YC backs it up anecdotally, but loudly:

  • Sam Altman calls cofounder drama the #1 killer of early-stage startups.

  • PG says cofounders are to startups what location is to real estate.

There’s also a sea of Medium confessionals and Reddit rants.

And yet for something so mission-critical, cofoundership is wildly understudied, at least from a rigorous research standpoint.

It's kind of like sleep.

Everyone agrees it’s essential. Everyone struggles with it. Everyone complains about it. But compared to diet and exercise, the research still lags far behind.

Same with cofounders. We know it’s the make-or-break.

But we're still flying blind.

What if we weren’t?

What if we had a Myers-Briggs for cofounders?

Or a Gottman Institute, but for startups?

Or a Cherrytree?

What if cofounder conflict (like a bad night’s sleep) wasn’t just survivable but predictable, preventable, and even solvable?

In an attempt to chip away at this, I’ve asked 638 cofounders. The questions:

  1. What archetype are you? (I give 6 options)

  2. What archetype is your cofounder? (same 6 options)

  3. Do you trust their character? (yes/no)

  4. Do you trust their competence? (yes/no)

  5. How complementary are you personally? (1-4)

  6. How complementary are you professionally? (1-4)

  7. Weakest link in your cofoundership? (4 options)

Stop pretending cofoundership is some black box you either nail or fail.

It can be understood. Some submission data:

Good news, bad news, and really good news…

The bad news is that commitment/conviction, arguably the most important one, is the most common concern.

The good news is that capability/capacity, the easiest to solve for, is the second most common concern.

The really good news is that cofounder success isn’t luck or fate. It’s a skill you can develop. A relationship you can nurture. A science you can study.

If communication is the challenge, it’s the clearest sign to double down on active listening, radical honesty, and creating space for tough conversations.

If compassion is the toughest hurdle, it’s a reminder that empathy, patience, and understanding can be your superpowers.

And if capability is the easiest fix, then investing in clear role definitions, ongoing skill growth, and honest communication can unlock massive returns.

Treat your cofoundership like the asset it is. Track it, measure it, invest in it.

Or become one of the 65% who fail because you didn’t.

Will you keep flying blind?

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.

Legal Help — Get a $500 incorporation package or an all-inclusive fundraising prep package (includes data room audit), depending on your stage.

Case Study — A published breakdown of your cofoundership. Great for product launches, fundraising credibility, and even visa applications.

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. ⤵️

StartEngine’s $30M Surge — Own a Piece Before June 26

Private markets are having a moment, thanks to companies like StartEngine.

The leading alternative investing platform is helping everyday investors like you access deals once reserved for VCs and insiders, including exposure to private market titans like OpenAI, Databricks, and Perplexity.¹

How’s it going? In Q1 2025, StartEngine pulled off $30M in revenue, its biggest quarter ever (based on unaudited financials).²

But StartEngine isn’t just a middleman. The company earns 20% carried interest on select pre-IPO offerings, unlocking value for shareholders when these deals succeed.³

How can you tap into this diversification play? By investing in StartEngine.

StartEngine has crowdfunded $85M+ to date, and you can join 45K+ shareholders before the company’s current round closes on June 26.

Reg A+ via StartEngine Crowdfunding, Inc. No BD/intermediary involved. Investment is speculative, illiquid & high risk. See OC and Risks on page.

Start learning AI in 2025

Keeping up with AI is hard – we get it!

That’s why over 1M professionals read Superhuman AI to stay ahead.

  • Get daily AI news, tools, and tutorials

  • Learn new AI skills you can use at work in 3 mins a day

  • Become 10X more productive

Start learning AI in 2025

Keeping up with AI is hard – we get it!

That’s why over 1M professionals read Superhuman AI to stay ahead.

  • Get daily AI news, tools, and tutorials

  • Learn new AI skills you can use at work in 3 mins a day

  • Become 10X more productive