Vibe Check

Tell me if this sounds absolutely insane...

Author

Tim He
May 19, 2025

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

4 C’s of Cherrytree

I need a gut check. Am I totally off base here?

This newsletter was never the endgame. The plan was never just to write.

It was to start conversations. And then turn that momentum into something bigger.

Something that really moves the needle for cofounders everywhere.

So far

  1. Content (free)

  • 2x/week for 40 weeks straight

  • 15k audience (all platforms)

  • 350+ interviews conducted

  • 20+ sponsorships landed

  1. Coaching ($200/hour)

  • On hubble as a cofounder coach

  • Pre-seed, seed, & bootstrapped clients

  • Workshops with accelerators

  • StartupGrind’s cofounder coach

I’m doubling down on content and coaching.

Here’s where I need the sanity check ↓

What’s coming

  1. Community ($50/month)

  • Waitlist opened → Join here

  • 73 signups as of 5/18 (max 200)

  • 10 amazing community leads

  • 1 IRL event in motion (SF)

  1. Capital (idea phase)

  • Invest in the best cofounderships

  • A syndicate makes sense here

  • First picks from the community

  • Leverage my existing audience

Why does all this matter?

Because I don’t want to be another talking head on LinkedIn.

I want to actually change how people become cofounders. And then how they stay cofounders.

Here’s the full picture:

Content = what starts the engine
Coaching = what fine-tunes the machine
Community = what makes it sustainable
Capital = what makes it scale

Tell me what you think.

Is this the right direction? Am I nuts? Or am I onto something?

Ultimately, I want to build infrastructure for cofounders. The kind that should’ve existed 10 years ago but still doesn’t.

If we get this right, we become the force behind the next generation of startups that don’t fall apart prematurely.

It’s a bet that great cofounders aren’t found by luck.

That’s the bar. That’s the aspiration.

Let’s build it.

That’s all for now,

Tim He

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

Work With Me

Coaching — I 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. ⤵️

Inventory Software Made Easy—Now $499 Off

Looking for inventory software that’s actually easy to use?

inFlow helps you manage inventory, orders, and shipping—without the hassle.

It includes built-in barcode scanning to facilitate picking, packing, and stock counts. inFlow also integrates seamlessly with Shopify, Amazon, QuickBooks, UPS, and over 90 other apps you already use

93% of users say inFlow is easy to use—and now you can see for yourself.

Try it free and for a limited time, save $499 with code EASY499 when you upgrade.

Free up hours each week—so you can focus more on growing your business.

✅ Hear from real users in our case studies
 🚀 Compare plans on our pricing page

100 Genius Side Hustle Ideas

Ready to escape the 9-5? The Hustle's side hustle database gives you 100 proven income opportunities, categorized by startup investment and skill level. Each idea includes real profit potential and time commitment details. Sign up now to unlock your next step to financial freedom and join our community of 1.5M entrepreneurs.

Fact-based news without bias awaits. Make 1440 your choice today.

Overwhelmed by biased news? Cut through the clutter and get straight facts with your daily 1440 digest. From politics to sports, join millions who start their day informed.