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Latest posts

Last updated 6 days ago

Revenue and Talent: The Cure for Itchy VC Trigger Fingers

6 days ago

Founders aren’t the only ones under funding pressure. I know because it’s...

How to Prompt Engineer A VC

21 days ago

Everybody's figuring out how to prompt an AI right now. Be specific,...

Are you Better at Running the Company Or Running Your Board Meeting?

about 1 month ago

Some of the best operators I know are terrible in their own...

Climbing the Wrong Mountain: When Founders Build Around Familiar Problems

about 1 month ago

The first check I ever wrote into Edward Woodford of ZeroHash went...

Should I stay or should I go now? A field guide for discouraged founders

about 1 month ago

If you’re old enough to know the title reference and the image,...

VCs Don’t Care About Your Product

about 2 months ago

I can't remember the last time I went through a drive-thru window....

Sourcing Versus Thinking: Should We Put the Deal Flow Sharing Call to Bed?

about 2 months ago

Everyday, throngs of mostly junior investors join deal flow calls--regularly scheduled check-ins...

What is this Financial Model for Anyway?

2 months ago

This is a Thingamabob—the main character in a children’s book that feels...

What Do Your Startup Advisors Say About You?

2 months ago

The most honest thing you can say about a formal advisor relationship...

Public Stealth Leaves Opportunity on the Table. Working in Secret is Even Worse.

2 months ago

“Too many secrets.” I stopped making new investments out of my fund,...

How a Routine Reference Check Got Me Booked on a Podcast (Or, Not All Thought Leadership is an Ego Trip)

3 months ago

A few months back I got a backchannel reference call about a...

Your Own Customers Will Disrupt You With AI

3 months ago

If you haven’t already, check out my book, Founder Unfriendly: What Investors...