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Now Comes the Hard Part
Why every enterprise AI bet I'm watching get made right now is half a bet.
May 21 • Tom Chavez
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Your Story is Your Moat
Feb 27 • Tom Chavez
Forty Years of the Wrong Floor Plan
Feb 19 • Tom Chavez
A Picnic of Shit Sandwiches
Apr 17 • Tom Chavez
Nixon's Wet Dream
Mar 19 • Tom Chavez
Raise less. WAY less.
The cost of building a software company has collapsed 50–100x. Your round size hasn't caught up.
May 14 • Tom Chavez
Stay Fierce. Stay Sane.
5 habits of mind for the founder who has to do both.
Apr 24 • Tom Chavez
A Picnic of Shit Sandwiches
What six years of being early actually cost
Apr 17 • Tom Chavez
I Dated the Prom Queen
The statute of limitations on hard-earned lessons is collapsing.
Apr 2 • Tom Chavez
"They've Got This Handled"
The VC line that's killed more startups than a competitor ever could
Mar 26 • Tom Chavez
Nixon's Wet Dream
A centralized database of every American. Fully searchable. No oversight.
Mar 19 • Tom Chavez
The Engineer Said No
A Soviet bunker, a blackmailing AI, and the case for human doubt
Mar 12 • Tom Chavez
What The Man Who Coined AI Knew That We Keep Forgetting
John McCarthy saw the wall that recursive self-improvement can't climb. Software is hitting it now.
Mar 6 • Tom Chavez
Your Story is Your Moat
A Conversation with Obama Speechwriter Terry Szuplat
Feb 27 • Tom Chavez
Tomisms
Tomisms
Lessons from the startup trenches
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The Problem Is...
The Problem Is...
Vivek Vaidya
NEW ECONOMIES
NEW ECONOMIES
Ollie Forsyth
The Ethical Tech Project
The Ethical Tech Project
The Ethical Tech Project
Ruben’s Substack
Ruben’s Substack
Ruben Navarrette
The VC Corner
The VC Corner
Ruben Dominguez

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