CapitalFounder's OS

The Founder's Playbook to Build & Protect Wealth — from Operator to Investor

Featured

The Founder's Guide to AI-Enabled Roll-Ups
Playbooks · Featured

The Founder's Guide to AI-Enabled Roll-Ups

General Catalyst and Thrive Capital have deployed billions to buy accounting firms, MSPs, and call centres, then transform them with AI. This playbook explains the model, the players, and what it means for founders who might sell, invest, or build.

Running a Family Office Under $100M
Playbooks · Featured

Running a Family Office Under $100M

A complete operating system for founders with $5M–$50M in liquid assets. Practical frameworks for structure, treasury, portfolio, protection, and governance—without the institutional overhead.

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Jurisdictions Are Competing Like Products

Jurisdictions Are Competing Like Products

UK's FIG regime is a 4-year runway, not a permanent home. Italy's flat tax hit €300k but still makes sense above €1M income. M&A confidence at six-year highs. Secondaries are mainstream now. Three shifts every founder should understand.

Win the Game to Leave the Game
Life OS ·

Win the Game to Leave the Game

Games exist whether you acknowledge them or not. The question isn't whether to play—it's whether you're playing to win or playing because you forgot you could stop.

The Liquidity Landscape Just Shifted
Capital Signals ·

The Liquidity Landscape Just Shifted

Three structural shifts are reshaping founder liquidity in 2026. UK's CARF framework makes crypto compliance automatic. Mega-cap IPOs may crowd out everyone else. And 46% of PE managers now use GP-led secondaries for distributions—double last year.

Founder's Identity Crisis
Life OS ·

Founder's Identity Crisis

Selling your company doesn't just change your bank balance—it removes the identity you built over a decade. Here's how to navigate the void that follows.