#76 - Natalie Mackey (Winky Lux)
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About this listen
Natalie built a wildly recognizable beauty brand, raised $13 million, got it into major retail, and still came away with the same uncomfortable realization a lot of founders quietly have: the number in the headline and the money you actually feel are not the same thing.
This isn’t a Cinderella story. It’s what happens when a smart founder tells the truth about money, control, and what an exit actually feels like after the applause stops.
01:09 Meet Natalie Mackey
02:44 The Pivot That Changed Everything
05:15 Why Beauty Breaks E-Commerce Rules
07:25 The Product That Took Off Overnight
08:09 Fundraising Is Timing, Not Talent
13:06 The Decision to Sell Instead
18:22 The Truth About “Winning” an Exit
19:07 Why the Second Time Feels Different
20:38 AI Is Giving New Founders an Edge
21:30 Losing the “Founder” Identity
24:45 The Pressure to Do It Again
26:33 Why You Just Have to Start
28:00 Money, Risk, and Never Feeling Safe
30:18 The Traits That Actually Matter