A few months ago I started a sub-newsletter centered around the idea of "what would I invest in if I had a $4m, $60m, or $250m check?". The following investment memos are written under that premise.

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.

Ornn Exchange logo

Ornn Exchange

Ornn is a regulated derivatives exchange for GPU compute, offering cash‑settled futures and swaps on its OCPI benchmark indices so AI companies, data centers, and investors can lock in, hedge, and trade the price of accelerated compute like a commodity.

Current Stage:Seed
Initial Valuation:$40M
Recent Valuation:$40M
Jan 20, 2026
Antimetal logo

Antimetal

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

Current Stage:Series 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 Stage:Series 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 Stage:Series 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 Stage:Series C
Initial Valuation:$9.9B
Recent Valuation:Tender - $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 Stage:Seed
Initial Valuation:$40M
Recent Valuation:$250M
May 26, 2025