Cautious Optimism

Cautious Optimism

Share this post

Cautious Optimism
Cautious Optimism
At 25x ARR, why is Cursor so cheap?
Copy link
Facebook
Email
Notes
More

At 25x ARR, why is Cursor so cheap?

And: Bad times in Chinese real estate

Alex Wilhelm
Jan 16, 2025
∙ Paid

Share this post

Cautious Optimism
Cautious Optimism
At 25x ARR, why is Cursor so cheap?
Copy link
Facebook
Email
Notes
More
Share

Welcome to Cautious Optimism, a newsletter on tech, business, and power.

  • 📈 Trending Up: Bluesky? … Bluesky? … government subsidy … fire safety startups … Anduril in Ohio … Mistral-AFP, Axios-OpenAI …

    • Data centers in space: I sat down with the co-founder and CEO of Lumen Orbit yesterday (interview coming over on TWiST) for a chat. Want to feel bullish? The company, which wants to build incredibly huge solar arrays in space to power huge orbiting data centers, had such a high-demand $11 million Seed round that it added another $10 million afterward in a SAFE. That’s a lot of cheddar for a very small, very new space startup that has just about the biggest goals I have ever encountered at a new tech company.

    • Nice. (I believe Phillip Johnston shared the SAFE cap, but I need to confirm against the transcript before I shoot my mount off.)

  • 📉 Trending Down: The shadow fleet … my genius, after buying a Switch 1 in December … free speech online … fintech exit valuations? …

Why is Cursor so cheap?

The venture market for AI fundraising is hot — and especially so here in the United States. Thanks to the investor demand, there have already been at least ten nine-figure investments into global AI companies this year.

One of those deals was AI coding tool Cursor raising $105 million, a huge chunk of change. And it did so at a very, very interesting revenue multiple. Here’s the Times with the critical riff:

But [Michael Truell, co-founder and CEO] said that Anysphere [the startup behind Cursor] had sought to keep a lid on costs, including spending on computing resources. He also argued that his company’s valuation was within historical norms. (It’s about 25 times Anysphere’s $100 million in annual recurring revenue, in line with other A.I. start-ups.)

$100 million ARR for a company founded in 2022? That’s insanely impressive, full stop. But 25x ARR? In 2025? For a super-hot AI startup with bonkers momentum? That seems — don’t yell at me — a little cheap?

As CO wrote while discussing reports that Anthropic was hunting $2 billion more at a $60 billion valuation earlier this year:

Anthropic wants to raise $2 billion at a $58 billion pre, $60 billion post-money valuation. It’s annualized revenue “recently hit about $875 million” per the WSJ. That means Anthropic is looking for a roughly 68.5x run rate multiple to start the yera.

OpenAI raised last year at a $157 billion valuation and revenue expectations of $3.7 billion for the 2024 calendar year. It likely ended on a faster run rate cadence, but even using a more conservative price/sales denominator, OpenAI is worth around 42.4x its revenues. That’s much cheaper!

A fun question to ask yourself: Would you rather invest half your 401k in OpenAI at 42.4x or Cursor at 25x? The latter, right?

Via Umberto

So, what’s going on? A few things could be true:

This post is for paid subscribers

Already a paid subscriber? Sign in
© 2025 Alex Wilhelm
Privacy ∙ Terms ∙ Collection notice
Start writingGet the app
Substack is the home for great culture

Share

Copy link
Facebook
Email
Notes
More