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9 Founders: The Nights They Almost Shut Down (Startup Stories)

9 Founders: The Nights They Almost Shut Down (Startup Stories)

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Today I’m sharing the nine founder stories that completely rewired how I think about building companies. These aren’t the polished versions — these are the nights they almost shut down, the decisions that saved them, and the one mindset shift that changed everything…”These stories hit me so hard I dropped this episode early.

These 9 real startup stories will hit you in the chest:

  • The unicorn that raised $65 M, hit $100 M revenue… and still went bankrupt
  • 11 days of cash left when the world shut down
  • The founder who fired himself as CEO
  • The co-founder divorce saved by one shotgun clause
  • The single mom on food stamps → $40 M exit
  • Two “boring” tools that hit $100 M ARR with ~11 people
  • A major fraud in startup history
  • The night a dad almost lost everything to Staples… and the ad that turned customers into evangelists

Raw founder startup stories for every entrepreneur who’s ever stared at the ceiling at 3 a.m.

If one of these hits you, leave a review and tell us which night felt the most real — so the next founder finds this before it’s too late.

Let’s get entrepreneurial — the smart way.

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This entrepreneur podcast delivers startup advice, business growth strategies, and practical lessons for entrepreneurs ready to enhance their revenue model and scale a startup sustainably.

New episodes drop every other Tuesday.

Title: 9 Founders: The Nights They Almost Shut Down (Startup Stories)

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