
← the bossbabe podcast16 jun · 59 min
Are you addicted to work and achievement? Exploring the concept of “never enough” and how to finally unlock alignment.
In this episode, Natalie sits down with Keren Eldad — coach to some of the world's highest achievers and author of Gilded and the new Gilt Free — to unpack why external success never delivers the safety it promises. Keren shares the three core wounds beneath achievement addiction, the "gilded cage" so many high-achieving women are trapped in, and the surprising income threshold where what you want out of life finally starts to change.
You'll learn how to recognize the wound driving your hustle, why "assume everyone likes you" became her most viral piece of advice, and the riptide rule for holding onto success without letting it consume you.
If you've ever achieved everything you set out to and quietly wondered why it's still not enough, this episode is the reframe and the way out.
Time Stamps:
03:50 The gilded cage: when the shiny life is the trap
07:50 "Yes, we're addicts" — achievement as addiction
15:30 The 3 core wounds behind every overachiever
18:18 The success coach who still spirals when business slows
21:34 The $500K line that changes what you actually want
27:50 "Assume everyone likes you" — the rule that went viral
38:11 The riptide rule for holding onto success
48:28 Why scaling might be the wrong goal entirely