Capital

18 essays

Most Founders Don't Miss Timing. They Misunderstand It.

March 23, 2026 Capital Archive

Raising Capital Is Easy. Carrying It Is Hard.

March 18, 2026 Capital Archive

Entrepreneurship Was Never Meant to Be Comfortable

March 16, 2026 Capital Archive

If Your Startup Can't Run Without You, You Don't Have a Company Yet

March 13, 2026 Capital Substack

Scaling Is a Stress Test, Not a Strategy

March 11, 2026 Capital Substack

Sophisticated Investors Don't Optimize for Just Returns

March 8, 2026 Capital Substack

Fast Growth. Fragile Foundations.

March 4, 2026 Capital Substack

The Hidden Cost of Pretending It's Simple

February 27, 2026 Capital Substack

Alignment Is Cheaper Than Repair

February 20, 2026 Capital Substack

Family Day, Founders, and the Missing Quarterback

February 17, 2026 Capital Substack

Why ‘Optionality’ Collapses Without Architecture

February 11, 2026 Capital Substack

Why Optimized Tax Structures Still Break

February 9, 2026 Capital Substack

Canada’s Capital Problem Isn’t Speed. It’s Judgment.

February 6, 2026 Capital Substack

The Problem With Optimizing Capital Before You Understand Its Load-Bearing Role

January 26, 2026 Capital LinkedIn

The Problem With Optimizing Capital Before You Understand Its Load-Bearing Role

January 26, 2026 Capital LinkedIn

You Got the Bag—Now Don’t Blow It:

January 27, 2025 Capital LinkedIn

How Fundraising Distracts Startup Success

January 20, 2025 Capital LinkedIn

Beyond Valuations: Metrics That Truly Matter for Startup Success

January 13, 2025 Capital LinkedIn