When looking at startups, I usually find 5-10 a year that stand out to me and I would make highly concentrated bets in. Right now, I have no capital vehicle to make these investments, so instead I etch them in stone by writing the memos below.

Each memo will lead you back to the newsletter where I wrote about the company. Some valuation numbers are best estimates while others I sourced from Pitchbook and other resources.

Antimetal logo

Antimetal

An AI-driven platform that automates and optimizes everything that happens after you deploy your cloud infrastructure.

Current StageSeries A
Initial Valuation$200M
Recent Valuation$200M
Jun 23, 2025
OffDeal logo

OffDeal

The "AI-native" investment bank built to help small and mid-size business owners sell their companies faster and at higher value by automating much of the traditional M&A workflow.

Current StageSeries A
Initial Valuation$30M
Recent Valuation$100M
Jun 16, 2025
Rogo AI logo

Rogo AI

A secure generative-AI platform tailored for elite financial institutions, providing automation, insights and workflow tools for investment banking & finance professionals.

Current StageSeries B
Initial Valuation$350M
Recent Valuation$350M
June 3, 2025
Cursor logo

Cursor

An AI-powered code editor (built on VS Code) that understands your codebase and predicts or assists your next edits to boost developer productivity.

Current StageSeries C
Initial Valuation$9.9B
Recent ValuationTender - $27B
Jun 9, 2025
Profound logo

Profound

A platform that helps brands monitor and optimize how they appear in AI-powered search and answer engines, not just traditional web search.

Current StageSeed
Initial Valuation$40M
Recent Valuation$250M
May 26, 2025