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Wednesday, 15 October, 2025
Digital Native | Rex Woodbury
Taylor Swift, Sora, and Slop vs. Substance
Saastr
Dear SaaStr: I’m Joining as VP of Sales at $3m ARR. What Should My Priorities Be?
Building Rome(s) | Aadil Maan
An Opportunity to Re-Invent Technical Program Management
Tuesday, 14 October, 2025
AI Deals Are Scaling to Massive Valuations. But In Many Cases—Also Massive Dilution. See e.g., OpenAI
Annelies Gamble
The Freight Market Has Bottomed Out. Now What?
Saanya Ojha
No Medals Left to Win
Travis May
When is a “Connectors” Business a Good Business Model?
A Wealth of Common Sense | Ben Carlson
Two Positive Trends in Household Wealth
Revolution Ventures
Rising to the Challenge: The Future of Defense Tech
yCombinator
Meet YC's Newest Visiting Partners
Commerce Ventures
When Stocks Go On-Chain: Why Tokenized Securities Could Power the Next $3 Trillion in Digital…
Matt Brown
Your data model is your destiny
Sequoia
Partnering with Flow: The Agile Hardware Future
Climate Tech VC
🌎 OpenAI’s shopping spree #266
Startup Hacks | Alex Iskold
15 Tips for Scaling your Startup’s Hiring Process
First Round Review
Renew Your Co-Founder Vows — and Other Tactics for Strengthening the Most Important Relationship in Your Startup
Is “ChatGPT Prime” the Future of Loyalty Programs in the Age of Agentic Shopping?
If You Ever Think “Should I Fire This Person?” Even Once … Well, Then It’s Time
Phin Barnes
Chris Best (Substack) x Andrew Mayne (OpenAI) on the economics of culture
Lerer Hippeau
Please welcome Altitude, the AI-powered platform for the clinical workforce
Scott Hartley
Healthy Growth with Kiki Milk: Alex Abelin with Emily Groden
Lenny's Newsletter
Everyone should be using Claude Code more
Sturgeon Capital
Why We Invested - PeopleForce
The End of Point Solutions: How Rippling Built 25+ Products in 9 Years by Breaking Every “Rule” of B2B with VP Product Anique Drumright