Matt Cheng

Solo GP @CherubicVC ($400M AUM). Built 2 IPO’d unicorns. Backed Hims, Flexport, Calm, Paidy, Photomath, 91APP, Ring before PMF. Forner Jr. Tennis Player 🎾❤️

[Matt Cheng @chengmatt]

🏆🏆🏆

[Ryan Petersen @typesfast]

Thanks @Benioff

[Matt Cheng @chengmatt]

In the AI era, success doesn’t follow a fixed route.
I believe adaptability and continuous learning matter more than ever.
https://t.co/L5K38ZnulB

[Matt Cheng @chengmatt]

Happy New Year! ✨
I shared my thoughts on AI and global venture investing in a New Year’s interview with DG Lab Haus. Short-term overheating is real, but long term, AI will become core infrastructure—like the internet or electricity.

https://t.co/nAmI84FY5o

[Matt Cheng @chengmatt]

Grateful to be featured in @Bloomberg . This story traces my path from tennis to investing and the early lessons that still shape how I think under pressure and over the long run. Big thanks to Betty Hou and Catherine Larkin for the thoughtful work.🎾 https://t.co/YETPEK9MBh

[Matt Cheng @chengmatt]

In sports, business, or life — the toughest rival is your own mind.
I once lost a match I should’ve won, not to my opponent, but to fear.
Later I learned: real victory begins the moment you stop fearing failure.

https://t.co/qhCNSQD96x

[Matt Cheng @chengmatt]

A decade of investing — and still learning every day.
Some reflections from the past 10 years
https://t.co/ef3RATLmFT

[Matt Cheng @chengmatt]

AI changes the game: execution is cheap. The real test is judgment—our values, not our tools, guide what deserves to be done.

Read the full reflection here:
https://t.co/pGqSjKNKhf

[Matt Cheng @chengmatt]

You don’t need to have it all figured out.

Start with what matters to you.
Fix a problem you care about.
Make life easier for someone else.
Speak up when something feels unfair.

That’s how you’ll find your path.

📖 Full letter: https://t.co/1HX9uK7EN8

[Matt Cheng @chengmatt]

🏆🏆🏆🔥🔥🔥 @Yankees

[Matt Cheng @chengmatt]

AI can solve problems. But it can’t explore.
It can’t fail, reflect, or grow like humans do.

In this article, I write as both investor and parent—on why letting kids make mistakes may be the best preparation for the AI era.

Read here 👉 https://t.co/SEeCpXtfMM

[Matt Cheng @chengmatt]

Do founders still need us?

AI can model financials and write memos—but it can’t feel a founder’s drive before it shows up in data.

The best investments I’ve made came from believing early, not calculating late.

New article on what AI can’t replace 👇
https://t.co/unLDFHVQE5

[Matt Cheng @chengmatt]

✨ A letter to the next generation: In an AI-powered world, your edge isn’t what you know—it’s what you can create that AI can’t. The future belongs to fast learners, brave builders, and human imagination.

Read the full letter 👉 https://t.co/g1dNoaDzuF

[Matt Cheng @chengmatt]

Huge congrats to @ArupBanerjee07 & the @WindfallData team on their $65M round led by @MorganStanley! Relentless focus. Precision execution, they've delivered with vision from the very beginning. Thrilled to be on this ride, the best is yet to come! 🚀🔥
🔗 https://t.co/zs3uMZREG1

[Matt Cheng @chengmatt]

🧠 Outsmarting AI isn’t about knowing more—it’s about learning better.

Read my latest article to explore why deep and self-learning are now the ultimate superpowers👇https://t.co/HSJQvFlC9m

[Matt Cheng @chengmatt]

Huge congrats to #Patlytics! 🎉 Seeing them secure $14M Series A and grow 20x in ARR in just a year is nothing short of incredible.
​
Paul & Arthur, what a journey—so proud of you and the team!
​
The Patent system is broken, let’s fix it!🚀

https://t.co/zQMAXFFaD1

[Matt Cheng @chengmatt]

Gen AI is powerful, but relying on it too much can weaken our thinking. Instead of using AI to find answers, I use it as a brainstorming partner to enhance creativity and problem-solving.🤝

Read my latest article on how to think critically in the AI era👇
https://t.co/dCBX8DDoES

[Matt Cheng @chengmatt]

Yes, yes, yes! Couldn’t agree more🌟

[Trae Stephens @traestephens]

The @foundersfund team has been along for the ride w/ @flexport for ten years and I can honestly say that I've never been more excited about the tech platform they've built.

[Matt Cheng @chengmatt]

Persistence can transform your life. 💪 I committed to walking 20,000 steps daily for 910+ days—covering 7.3M steps & 5,500 km! It’s not just about exercise; it’s about honoring commitments and pushing limits.

Read more: https://t.co/QCies0CHdW

[Matt Cheng @chengmatt]

As an investor, every decision shapes our future. 🌍 In my latest article, I reflect on the responsibility of investing in technologies like companion AI—balancing innovation with humanity's values. What kind of world are we building? 🤔

Read here: https://t.co/o0ZfVdZ0TO

[Matt Cheng @chengmatt]

In an AI-powered world, what sets humans apart? 🤔 My latest article explores the irreplaceable ability to make decisions rooted in intuition and creativity—skills that remain vital as AI evolves. Dive in: https://t.co/7dCkfwQJMG