The AI Colander

AI is like a colander. Customers pour in. Many pour out.

How many customers does a model retain after one month, two months, or three months? The answer lands somewhere between a social network & a mobile game.

What do you have with half an AI? Cohort retention across AI models, SaaS, social media, & mobile games

Software companies retain roughly 90% of customers through the first five months, an aggressive assumption. Facebook & Instagram hold closer to 80%. A typical mobile game keeps a few percent. Models land somewhere between high single digits & about 40%, with the stickiest foundational cohorts near the top of that range at month five.1

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Three Years In

Three years ago, we launched Theory Ventures with a simple premise : AI would reshape how software is built, sold, deployed, & operated. Within that world, we would build a concentrated, thesis-driven firm.

The market moved faster than even the most bullish expectations after the ChatGPT moment. Frontier models leapt from delicate demos to production systems. Open source models have become substitutes for enterprise workloads. Inference emerged as the dominant market in AI.

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8.9 Million AI Users

It all started when I knocked on a door in Palo Alto.

I noticed the little llama icon on the door & remembered how much I loved the product. Michael opened the door & welcomed me in. That is how I became friends with the Ollama founders, Jeff Morgan & Michael Chiang.

Ollama founders

Since then, I have migrated most of my workloads to Ollama ; it turns out I’m not alone.

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The AI Preflight Check

I still remember when my agent would forget what I said mid-sentence.

Context size is not the ceiling. Memory architecture is.

Diagram of the memory system : a user request flows through a preflight check that loads the right skill from a long-term skills library into the context window, executed by the local Ornith 35B model, with a watchdog reading the trail at the end.

I have been experimenting with a memory architecture that runs preflight instructions. A pilot plans the route before takeoff. My agent does the same.

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The $10B FDE Boom

AI companies have committed $9.75b in 12 months to forward-deployed engineering. The FDE model, embedding engineers inside customers to deploy AI, has gone from a Palantir signature to an industry default.

That commitment is one quarter of Accenture’s annual labor cost.1

Bar chart showing FDE capital committed : OpenAI $4b, Microsoft $2.5b, Anthropic $1.5b, Amazon $1b, Google Cloud $0.75b, colored by structure (Standalone, Balance Sheet, Partner Ecosystem)

Three structural models are emerging.

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AI Worldviews

The Economist ran 25 frontier AI models through the World Values Survey1, the questionnaire that has mapped the moral beliefs of 100 countries since 1981. For this 2x2, there are two axes : first, traditional (religious) to secular. Second, survival, with a focus on collective basic needs, to self-expression & individualism.

Most models sit in the self-expression half of the map, which makes sense given the training data.

Scatter plot from The Economist titled Godless hippies showing AI models as red dots clustered in the upper-right secular self-expression quadrant of the World Values Survey, far from most country populations shown as gray dots

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Most AI Work Can Wait

Most teams building agents pick the model first & the architecture second. That is backwards. The model choice is the last decision, not the first.

What matters is the router, a small piece of code that decides which tier of model handles each request. Get the router right & 70-80% of traffic runs on local models that cost nothing per call, or on async models1 that reduce AI spend by 90%+.

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The CIO's Choices are Clear in 2026

The CIO’s priorities are clear. The public markets reveal them.

A cartoon CIO picking AI stack line items and crossing out seat-based SaaS

Two of five public software sectors are up over the last year. The other three are bleeding. The buying pattern is consistent : fund the AI stack, cut everything else.1

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When AI Costs More Than the Engineer

Anthropic spends 2.3x its payroll on compute.1 With ~5,000 employees & roughly $10b in inference & training spend in 2026, that works out to about $2m of compute per employee per year against a likely all-in comp of $500k+.2

The rest of the software market trails. The top 1% of companies spend $89k per engineer per year on AI, 40% of a fully-loaded $224k senior engineer salary3.4 The median spends $137. That is the gap : 2.3x at the frontier, 0.4x at the top of the market, near zero at the median.

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What If There Is No Moat Yet?

Every founder receives the question on slide three. What is your moat? They answer with technical differentiation. A model, a dataset, an architecture. At the application layer, that answer dissolves in a year.

What if there is no immediate moat? What if the moat is earned?

Leading moats exist at founding. Technical differentiation, a novel architecture, a proprietary dataset. You can point to them in the seed deck. They are most common at the infrastructure layer, where the product is the technology.

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