Archive - A Leap of Faith

Why it's hard for VCs to be contrarian

In The Myth of the A Player I poked at the conventional wisdom of what makes an “A player.” Most early stage VC filters are tuned to be consensus-right…

Jan 9 •

December 2023

The Myth of the "A Player"

Dec 6, 2023 •

November 2023

Take the Armchair Board Member Test

It’s only been a week since I wrote about Sam Altman being fired and hypothetical reasons why the board could have been justified. Altman is back and…

Nov 28, 2023 •

What if the OpenAI board was right?

Thoughts on corporate governance

Nov 21, 2023 •

October 2023

What Could Possibly Go Wrong?

Part 8 in a series on ownership

Oct 31, 2023 •

Cap Tables Explained

A tutorial video with no math and no spreadsheets

Oct 10, 2023 •

16:56

Is there a problem with options?

This is part six of a series on ownership for founders. This isn’t a series on how to raise, but how to understand different owner perspectives…

Oct 4, 2023 •

September 2023

What if Convertibles Do Not Convert?

Part 5 in a series on ownership

Sep 26, 2023 •

Visualizing Cap Tables (Without Math)

This is part four of a series on ownership for founders. This isn’t a series on how to raise, but how to understand different owner perspectives…

Sep 19, 2023 •

Safes and Convertible Notes

Part 3 of a series on ownership

Sep 12, 2023 •

August 2023

Understanding Angel Investors

Part 2 of a series on ownership

Aug 22, 2023 •

What does it mean to be a shareholder?

Part 1 of a series on ownership

Aug 15, 2023 •

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