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Tired vs. Wired: Our Deep Dive on Why Software Spend Is Up Record Amounts … Yet Half of SaaS Is Still Dying

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Google Cloud’s VP of Growth on Building an AI-Native Marketing Team: 8 Takeaways from SaaStr AI 2026

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Sticks, Stones, and Light Speed

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The New Whitespace in AI

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Monopoly Round-Up: Dealing with a July 4th Organized by Scoundrels

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Happy 250th Anniversary, America!

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🧠 Community Wisdom: Quarterly planning and AI, cash vs. equity comp, paying for interview exercises, AI-powered outbound, compliance startup opportunities, and more

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An American Redemption

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Outbound Isn’t Dead. AI Just Radically Changed How It Works.

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If Nothing Else – Segment Churn. You’ll See Patterns and Learnings You Wouldn’t Otherwise

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How to Calculate the Market Size of Your Startup

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5 Interesting Learnings from Toast at $6.5 Billion Run-Rate: 22%+ Growth, Profitable, No Deceleration. But AI Is Just Getting Started

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America: The Next 250 Years

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Joe Lonsdale

Ep 159: Aaron Cannon Is Building the Leading AI Customer Research Platform; It's About to Upend a $140B Industry