Venture Reflections

Teaching AI to Think Like Me Made Me Rethink How I Think

I started building a lot of AI tools for myself and learned more about how I think than I did about how AI tools work.

Oct 24 • 

Charles Hudson

27

5

July 2025

Fund Size is Strategy - Extreme Power Law Will Make Portfolio Company Conflicts a Relic of the Past

As multi-stage funds get larger and larger and the need to get into all of the power law winners is required to make their own fund math work, what…

Jul 23 • 

Charles Hudson

32

12

May 2025

Uncomfortable and Unanswered Questions I Have as an AI Investor

I've been in a lot of rooms with a lot of smart people who are working on the future of AI and a few important questions still feel unanswered to me.

May 6 • 

Charles Hudson

56

16

April 2025

What Does It Mean to Be a Venture Capitalist Today?

Some thought on our business and where things might go from here

Apr 9 • 

Charles Hudson

81

13

February 2025

What if the Current Tech IPO Drought isn't a Drought but the New Normal for Venture?

What happens in a world where we have fewer, bigger IPOs that take longer to mature?

Feb 25 • 

Charles Hudson

50

5

January 2025

Four Reasons People Leave Venture Firms

Every departure is unique but most fall into one of four categories

Jan 7 • 

Charles Hudson

49

6

December 2024

Four Blog Posts I Didn't Publish This Year

A number of blog posts didn't get past the cutting room floor this year - here's why.

Dec 16, 2024 • 

Charles Hudson

21

4

Three Future States of the Early-Stage VC Ecosystem

Sharing a slide from our annual meeting that sums up one of the things I've been thinking about for the majority of this year.

Dec 3, 2024 • 

Charles Hudson

52

4

October 2024

No Longer Emerging, Not Yet Established

The Emerging Manager Circle was a good time to reflect on my own journey in venture capital and life as an "elder millenial" fund manager

Oct 18, 2024 • 

Charles Hudson

16

September 2024

You're Not the Same Fund Manager You Were When You Started

A lot changes in terms of where you were when you started your fundraising journey and where you are today.

Sep 26, 2024 • 

Charles Hudson

37

2

August 2024

Today's Era of AI Investing Reminds Me of 2000 Internet Investing (but not because it's a bubble)

Feels like we are in the midst of shift from unbridled enthusiasm to realizing it will take some time to fully realize the promise of AI.

Aug 3, 2024 • 

Charles Hudson

29

1

July 2024

The Last $250K

The last bit of runway has a way of focusing energy and attention on the things that matter. I want to find a way to get more companies to operate with…

Jul 12, 2024 • 

Charles Hudson

19

3