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The Next Trillion

Jay Zhao

Unfiltered essays on tech, category-defining companies, venture investing, and random observations. Delivered to your inbox, delightfully infrequent :)

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Substack
PricingOnly free issuesPublishesWeekly
Issues47Founded6 years agoLast Issue3 months ago
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Latest Issues

The Two Games of AI Fundraising

A founder I respect emailed me last month. He’d just turned down a term sheet — not because the terms were bad, but because he didn’t like the investor. The offer was at a $50M valuation. He was 12 weeks post-launch.

Six months earlier, he...

3 months ago
2
1

Software was eating the world.. now AI is eating software, bit by bit

Earlier this month, I had a fun segment with CNBC anchor Chery Kang about Openclaw and Claude’s “SaaSapocalypse” impact on the tech market -

The headlines are understandably loud.

Thanks for reading The Next Trillion! Subscribe for free...

4 months ago
4
1

The Only Two People Worth Listening To

At the end of 2025, someone told me something that landed quietly, but hasn’t left me since:

You should live for just two people—your 8-year-old self, and your 80-year-old self.

It’s simple, almost obvious once you hear it, but it cuts...

5 months ago
6

The Time Surplus Problem

OpenAI just released a big “State of Enterprise AI 2025” report about how companies are using AI at work. The details aren’t surprising: usage is up, people say they’re saving time, and there’s a lot of optimism about productivity. It’s the...

6 months ago

The Age of Venture Consensus

As a tech VC, the question I get most often is: Are we in a bubble?

I wish it were that simple.

$162.8 billion went into AI startups in the first half of 2025. By any historical metric, that’s euphoric. But bubbles aren’t defined by price...

7 months ago
3
1

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