TLDR Founders 2024-10-18

The Second $100B AI Company 💸,  Squarespace Goes Private For $7.2B 🤝, The Empty Suit Executive🕴️

If you're building the enterprise roadmap, you need to clear your schedule for October 30 (Sponsor)

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Headlines & Trends

The Second $100B AI Company (6 minute read)

How AI Wedges Will Help Startups Outmaneuver Incumbents (6 minute read)

Permira Completes Squarespace Acquisition for $7.2B (2 minute read)

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Strategies & Tactics

Annual Planning Sucks (15 minute read)

What I Learned from Tracking 443 SaaS Pricing Pages (7 minute read)

Managing Expectations Without Looking Unambitious (4 minute read)

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Tools & Resources

Feta (Tool)

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Miscellaneous

The Empty Suit Executive (4 minute read)

AI in VC: Outlook for 2025 (6 minute read)

A Message from the Past (Thoughts on Nostalgia) (5 minute read)

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