“So say you’re against that. Now. Before it stops shocking you.”

January 27, 2026

GitHub Cofounder on Becoming a VC: “For me this is much more than a financial game. I want to fund founders that want to create a better future for PEOPLE.” Five Questions With Tom Preston-Werner.

January 22, 2026

So You Want To Watch YouTube

January 19, 2026

The LLM Way of Life; Boss Gives $240 Million to Workers; Connecting Ice Cream Trucks to Ukraine’s War; and +++ [link blog]

January 18, 2026

“I deeply regret not paying more attention to AI as a field before the release of ChatGPT. Like everyone, I’m certainly paying attention now!” More Truths and Advice from Sources Founder reporter Alex Health

January 15, 2026

How Reliable Does AI Actually Need to Be?; Building a Career in Tech These Days is Hard; Backchannel References Are Lazy; Mac & Cheese is Changing; and More+++ [link blog]

January 10, 2026

My Mother-in-Law Wanted to Visit a Data Center. This Holiday, “Are we in an AI bubble?” Went Mainstream.

December 28, 2025

Should It Be Easier To Sue Influencers for Defamation?; 2025 Was the Year Self-Driving Car Optimism Went Mainstream; a Startup CEO’s Annual Learnings Post; a Podcast Where I Spoke for 43% of the Time; and +++ [link blog]

December 27, 2025

Org Charts Are Funhouse Mirrors Because Span of Influence is Not Limited to Span of Control

December 21, 2025

Graphite Gets Bought By Cursor: Three Reflections from Six Years of Work [PMF didn’t happen right away; working IRL mattered; three founders, three distinct roles]

December 19, 2025

Waymo’s CEO Isn’t Like Elon At All; Venture Capital Might Soon Depend on $1 Trillion Startups; Everyone is Gambling and No One is Happy; Are MCPs Just APIs 2.0? and more++++ [link blog]

December 16, 2025

Technical CEO Described How He Screwed Up Sales; Startup Operating Principles from an Ex-Stripe Founder; Most Leaders Move Too Slowly; and MORE [link blog]

December 11, 2025

Does valuation or ownership matter more to a seed VC? Yes.

December 08, 2025

Bodegas Aren’t Going Anywhere; Degen Economics is Hollowing Out Society; the New Electric Tech Stack; and more++ [link blog]

November 30, 2025

Vice Signaling is Poisoning Tech; Playing Entrepreneur on ‘Hard Mode’ is Worth Doing; OpenAI Won’t Build Every Dev Tool; and more++ [link blog]

November 24, 2025

“I tend to manage via a mix of advice and opportunity” – what I told a young product manager 15 years ago. And how it applies to startups today.

November 08, 2025

Smart AI Guidelines for Students: It’s Not All or Nothing

October 19, 2025

Why I No Longer Care About Startup Valuation When I Invest (Except for These Four Reasons)

October 12, 2025

When is Institutional Capital Right for a New VC Firm? And Two Myths About The Downsides of Taking LP Money.

September 23, 2025

It might not be true, but it is real. AI, SF and our culture.

September 22, 2025

Headcount isn’t a KPI, but talent density should be

September 20, 2025

Tech Reporter Alex Konrad on Going Independent with Upstarts, What Drives Subscribers (vs Just Views) and How He Uses AI in His Content Creation

September 17, 2025

S**t Shoveling

September 14, 2025

AI Buying Software Instead of Salespeople; Teaching Companies To Do Less; Have the Swiss Figured Out Cheaper Housing? and +++ [link blog]

August 31, 2025

When Slack Went Down All The Time; AI is Learning to Lie in Order to Win; Your Org Chart is About Power Centers; and +++ [link blog]

August 23, 2025

Why Marketing Sucks Right Now, Underground Robot Fights, Free Waffles Worth $50, and +++ [link blog]

August 15, 2025

No Notes: Near Perfect Posts on AI Ruining the Public Web, Silicon Valley Etiquette, the Fear of a Second Success, and +++ [Link Blog]

July 26, 2025

$CHYM TIME: The Three Boxes Chime’s IPO Checked for Me

June 13, 2025

Praise Our Lord For Secondary Markets, Because Selling Shares Is Now an Essential Part of (Seed) Venture Capital

April 21, 2025

“I think CEOs that are interested in a future acquisition need to be building relationships or at least awareness with potential buyers at least 2-3 years in advance, especially with strategics. If you’re not on the list, it’s rare for a deal to happen.” Joe Hyrkin on Selling Issuu to Bending Spoons, and More….

April 17, 2025

Anonymous AI Engineer Funding SF Events, How Startup Decision Making is Like an Outdoor Survival Trip, the Guy Who Reports on Hacks Gets Pwned Himself, and +++ [link blog]

April 06, 2025

The Right Amount of Fraud in Seed Stages Startups is Greater than 0% But It Shouldn’t Be Pardoned

March 29, 2025

“I consider my writing a success if I’m able to produce words I can both stand behind/formally weave into my worldview.” Five Questions with Moth Fund’s Molly Mielke

March 24, 2025