How I Failed My Way To $235 Million! (Kim Perell Interview)

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In this episode, we sit down with Kim Perell — serial entrepreneur, bestselling author, and the mastermind behind multiple 8-figure exits including a $235 million acquisition. From getting fired at 22 to building and selling companies worth hundreds of millions, Kim reveals the exact mindset shifts and strategic frameworks that transformed her from rock bottom to the top 1% of entrepreneurs. She shares her "70% rule" for decision-making, the people pillars that every successful entrepreneur needs, and why 99% of success comes down to belief rather than strategy. Kim breaks down her journey from borrowing $10K from her 82-year-old grandmother to creating a business empire, and reveals the mistakes that actually made her millions along the way.

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Timestamps:
00:00:00 - Intro: Kim Perell on Mistakes That Made Millions
00:01:33 - What it feels like to get a $235M wire
00:03:12 - Selling her first company in Vegas
00:04:43 - Losing her dream job at 22
00:06:21 - Growing up with a twin & early comparison struggles
00:08:35 - How a childhood soccer loss shaped her mindset
00:11:05 - Early failures & limiting beliefs
00:13:05 - The power of belief and resilience
00:14:32 - What top performers have in common
00:15:55 - The turning point after losing her job
00:17:43 - Starting a company with $10K from grandma
00:19:31 - Moving to Hawaii & grinding from the kitchen table
00:21:45 - Early days of entrepreneurship — ramen, debt, and doubt
00:24:22 - Building her first team with zero money
00:26:01 - The 4 “People Pillars” every entrepreneur needs
00:28:04 - Why mentors are a cheat code to success
00:30:11 - Hiring and firing lessons from 1000+ employees
00:32:45 - Spotting A-players vs toxic hires
00:34:03 - Letting go of wrong people quickly
00:35:36 - Toxic relationships and how to do a “Life Audit”
00:38:01 - Tips for auditing your circle and setting boundaries
00:40:20 - Full-circle moment: paying back grandma after the exit
00:42:17 - Taking her grandma to Italy in a Ferrari
00:43:32 - The confidence shift after selling a company
00:44:52 - How to spot founders who win — vision, passion, action
00:47:01 - The 70% Rule: Ship it before it’s perfect
00:48:37 - Perfectionism vs action: the biggest trap
00:50:04 - How to let go of control & scale with the right team
00:52:01 - The most important skill to scale — Sales or Recruiting?
00:53:55 - Why values drive company culture
00:55:31 - The difference between pivoting vs quitting
00:57:10 - 5 signs it’s time to pivot your business
00:59:07 - Leaving room for magic — how Jay Shetty partnership began
01:00:31 - Making bets on people, not just ideas
01:01:42 - Her boldest move: investing millions of her own money
01:03:01 - People are always the problem (and the solution)
01:04:32 - Why passion beats skill in long-term hires
01:05:35 - Advice for stuck entrepreneurs
01:06:01 - First Things First Game + Kim’s legacy
01:07:02 - Final Words: Start small. Start now. Go big.

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