How Markets Price AI Risk

How Markets Price AI Risk

Vertical software has fallen 43% this year. DevTools, just 21%. The gap between them, twenty-two percentage points, tells you what markets actually believe about AI.

As Michael Mauboussin argues in Expectations Investing, prices contain information about what markets believe will happen.

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The conventional interpretation is that investors fear AI will replace certain categories of software. But that explanation misses something important.

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Google's 52x AI Growth

Google's 52x AI Growth

Google’s Q4 2025 earnings call revealed a company in the midst of a spectacular AI acceleration.

“Our first-party models like Gemini now process over 10 billion tokens per minute via direct API used by our customers, up from 7 billion last quarter.”

Google Token Volume 52x

This represents a staggering 52x increase year-over-year, up from ~8.3 trillion tokens/month in December 2024 to an annualized run rate of over 430 trillion.

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The Other Leverage in Software & AI

The Other Leverage in Software & AI

Leveraged software companies running on leveraged infrastructure. When AI compresses software revenue, the stress doesn’t stop at equity. It cascades into debt.

BDC Stock Performance

BDC assets hit $475 billion in Q1 2025.1 Software comprises 23% of Ares Capital, the largest BDC.2

Shares of Blue Owl, Ares, & KKR dropped 9%+ on Tuesday. UBS estimates 35% of BDC portfolios face AI disruption.3

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Building Developer Infrastructure at Scale : Office Hours with Jim Everingham

Building Developer Infrastructure at Scale : Office Hours with Jim Everingham

Jim Everingham Office Hours

Meta’s first internal AI agent went from zero to thousands of engineers using it daily. That doesn’t happen by accident. On Tuesday, February 25th at 5:30 PM Pacific, the person who built it, Jim Everingham, will explain how.

Jim is the CEO & co-founder of Guild.ai. Previously, he led Meta’s developer infrastructure organization & was responsible for building Meta’s first internal AI agent, work that moved from experimentation to real adoption across engineering teams.

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Dissecting the Internet's Most Novel Creature

Dissecting the Internet's Most Novel Creature

I spent the weekend crawling Moltbook, the viral AI-only social network where 37,000+ AI agents post & comment while 1 million humans observe. The platform grew from 42 posts per day to 36,905 in 72 hours, an 879x increase.1

Social networks typically follow the 1-9-90 rule : 90% of users lurk, 9% contribute occasionally, & 1% create most content.2 For humans, it’s held mostly true from Wikipedia to Reddit. Crypto demonstrates similar characteristics.

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$281b From One Customer

$281b From One Customer

“We are only at the beginning phases of AI diffusion & already Microsoft has built an AI business that is larger than some of our biggest franchises.”

CEO Satya Nadella captures Microsoft’s Q2 FY2026 earnings in a sentence. The company beat expectations across revenue ($81.3b, up 17%), earnings per share ($4.14 adjusted vs $3.97 expected), & Azure growth (39%). Yet the stock fell 11% after earnings.

“We now expect to be capacity constrained through at least the end of our fiscal year, with demand exceeding current infrastructure build-out.”

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A Coxswain on Your Shoulder

A Coxswain on Your Shoulder

In rowing, the coxswain watches everything. How hard you pull on every stroke. Whether you’re in time with the rest of the boat. How your form breaks down when you’re tired. They’re among the most valuable people in a rowing team.

At work, I don’t have a coxswain. So I built a robotic one.

Every night it reviews my meetings & coaches me on how to improve, whether they’re one-on-ones, pitch meetings, or other calls.1

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Is Your Margin My Opportunity in Software?

Is Your Margin My Opportunity in Software?

Jeff Bezos famously said, “Your margin is my opportunity.”1 Does this maxim apply in software & AI? Yes.

Software companies maintain 76% gross margins yet earn almost nothing. Sales, marketing, & research & development consume it all.

software_net_margins_distribution

Among 69 publicly traded B2B software companies, the median net income margin hovers near zero.2 Gross margins cluster tightly around 76%, yet almost none of that profit flows to the bottom line.

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The Model T Comes to Silicon Valley

The Model T Comes to Silicon Valley

In 1908, 253 American automobile manufacturers competed for the market1. By 1929, just 44 remained. The assembly line didn’t just change how cars were made. It changed who got to make them.

The Great Auto Industry Consolidation

Ford’s Highland Park plant, operational in 1913, slashed the time to build a Model T from 12 hours to 93 minutes2. That 90% productivity gain restructured an entire industry. Manufacturers who couldn’t match Ford’s efficiency faced a simple choice : adapt or exit.

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AI Managing AI

AI Managing AI

Talented people get promoted to management. So do talented models. Claude manages code execution. Gemini routes requests across CRM & chat. GPT-5 can coordinate public stock research.

Why now? Tool calling accuracy crossed a threshold. Two years ago, GPT-4 succeeded on fewer than 50% of function-calling tasks. Models hallucinated parameters, called wrong endpoints, forgot context mid-conversation. Today, SOTA models exceed 90% accuracy on function-calling benchmarks1. Performance of the most recent models, like Gemini 3, is materially better in practice than the benchmarks suggest.

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