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The Sales Playbook For Founders | Startup School

From Y Combinator · Published Aug 24, 2025 · Watch on YouTube

TL;DR

YC speaker outlines a progression from poorly defined, long unpaid design partnerships to a pro move: recurring revenue contracts with an opt-out period. Founders often get stuck in early stages (design partnerships, free trials) due to low engagement, lack of commitment, and fear of asking for money.

Key insights

  • Design partnerships (long, unpaid, poorly scoped) usually waste time; customers lack engagement because they aren’t paying.
  • Founders should identify a narrow burning problem, build a wedge product in as little as 48 hours, then sell it to ten similar customers before building more features.
  • Free trials/pilots suffer from same low-commitment problems as design partnerships unless success metrics are defined upfront.

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