No one talks enough about the hard parts of leadership - the moments you wish you could take back, the decisions that didn’t go as planned, and the lessons that only hindsight can teach.

In this episode, Natalie pulls back the curtain on the biggest leadership mistakes she’s made over the years. From hiring too fast to ignoring gut instincts, and losing herself in the business, Natalie shares what she would do differently, what she’s learned the hard way, and how she’s leading now.

Whether you’re building your first team or already leading one, this episode will give you the honest insights most people don’t share. Let’s dive in!

TIMESTAMPS

00:00 Why we’re talking about leadership mistakes today + why more founders need to

03:05 The hard truth about hiring fast and leading without clarity

07:40 What happened when Natalie didn’t listen to her gut

11:20 The hidden cost of avoiding hard conversations

16:00 How people-pleasing led to a leadership identity crisis

20:45 A breakdown that forced a breakthrough in how she leads

25:10 The biggest regret + what she’d do differently now

28:50 What “healthy leadership” looks like today inside Bossbabe

31:20 Natalie’s challenge to every founder who wants to grow with integrity

RESOURCES + LINKS

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