Checks All The Boxes

Happy cofounders, happy customers

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. I’ve coached dozens of pre-seed/seed stage cofounders.

Double Ditto

Cofounder dynamics tell a story.

The same way 6-pack abs tell a story. A story written in hours of crunches, skipped desserts, and way too much chicken and broccoli.

Cofounder dynamics tell a story of late-night whiteboards, hard conversations, and caffeine-fueled sprints (shameless plug for my new coffee company).

The story of Lillie Sun and Conner Chyung is one of my favorites. Because they get one thing right…

They’re the cofounders of Ditto — it's like your notes app, but with friends!

  • To be 100% honest, I normally wouldn’t lose sleep over a list app.

  • And to be 1000% honest, I’m probably not their target user anyway.

    • Although it’s growing on me so who knows. 👀

So what’s got me all in on them?

They know that great companies start with great company.

Long story short:

  • They met at a mutual friend’s dinner party.

  • Lillie pitched her idea to Conner, who initially said nah.

  • Eventually, they decided to work together to build this company.

  • They’re now roommates too and Ditto is officially live in the App Store!

You get a sense of their dynamic from the video.

They take their work seriously but not themselves. They joke around but also have the tough talks. They have different skills but both solve problems they care about.

The vibe isn’t only good for morale. It’s magnetic.

Customers feel it. In the product, in the way they talk about it, in how they show up online. It’s the kind of dynamic that makes people want to root for them.

They spend hours onboarding people every night.

Because it’s not just a story. It’s a message.

Inside Scoop

Lillie had options.

Clear vision for the product. Viral video hits. A solid track record. Many would’ve jumped at the chance to work with her.

When I asked her why she chose Conner, it all made sense.

“Conner was the one person who I thought could maaaybe do a better job than me if he stole the idea and started the same company... 😅

Now, that’s a refreshing answer. Forget the typical “complementary skills” pitch that’s been recycled to death. Always cofound with someone you admire.

Also, why did Conner end up saying yes? As a talented engineer, his opportunity cost is sky high.

This ain’t his first rodeo. He knows the importance of cofounder dynamics and was hyper-intentional about picking someone he could build a true friendship with.

A cofoundership, much like a list, isn’t valuable because it’s long or exhaustive or perfect — it’s valuable because it’s meaningful. To you.

That’s all for now,

Tim He

BTW — Grab yourself some dumbfound coffee. Our grind fuels yours.

Work With Me

CoachingI take 6-9 clients per month. Can be individual or as a cofounding team. Starts at $500/month and includes 2 one-hour calls plus ad hoc support.

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. ⤵️

The first search engine for leads

Leadsforge is the very first search engine for leads. With a chat-like, easy interface, getting new leads is as easy as texting a friend! Just describe your ideal customer in the chat - industry, role, location, or other specific criteria - and our AI-powered search engine will instantly find and verify the best leads for you. No more guesswork, just results. Your lead lists will be ready in minutes!

Need IT help, like yesterday?

Struggling to find qualified tech talent? Crossbridge connects you with qualified candidates from Latin America in just 24 hours. Our human-led process guarantees we’ll match you with the right people for your team.