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Weekly Wrap Sheet (06/19/2026): The Stack and the Staff

Hunter Walk

Tips on Asking for Advice; Foreign Spies All Over Florida; Feeling Like You Don’t Have Enough Money Drives You Nuts; How to Use AI (and when not to) in Your Hiring; +++ [link blog]

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Nathan Benaich | Nathan Benaich

Europe cannot rent its way to AI sovereignty

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The PIK Fuse: How Private Equity Software Deals Like Medallia Actually Blow Up, and Exactly Who’s Next

Jessie Harris

The Ultimate Wellness Hack: Natural Sunny D

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Chapter 3 of My Investing In AI Book: The First Mental Model You Need

Lenny's Newsletter

Building the most AI-pilled engineering team in the world | Fiona Fung (Manager of the Claude Code and Cowork Teams)

Alex Lazarow | Alex Lazarow

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Every Moat Becomes Moot

Lenny's Newsletter

🧠 Community Wisdom: Fractional CPO compensation, free e-signature tools, why some users pay but never use your product, sharing Claude Code context across a team, and more

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The new comms playbook: show, don’t promise

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90%+ of VP+ Candidates Can’t Tell Me What They’ve Learned After 10 Interviews. That’s a Disqualifier.

Stage 2

Use AI to Prioritize Your Account List with Signals

Ed Sim

What’s 🔥 in Enterprise IT/VC #503

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Pigeon Poop, Index Cards, Sushi Dreams, and Culture Bank

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Lightfield Just Assembled a Working CRM Live On Stage, Then Unstuck a Stalled Deal in 3 Minutes

Feld Thoughts | Brad Feld

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Snowflake’s CMO Runs Marketing for 700 People. She Starts Her Day By Talking to Her Data, Not a Dashboard.

Zain Rizavi

On The Precipice

A Wealth of Common Sense | Ben Carlson

The K-Shaped Housing Market

Glenn Borok

AI Is Eating Software: Is B2B SaaS Dead?

Net Interest | Marc Rubinstein

The Transfer Market

99% Derisible | Yoni Rechtman

Eyes on the End Game