462: My Biggest Leadership Mistakes + Regrets

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

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

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

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

11:20The hidden cost of avoiding hard conversations

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

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

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

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

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

RESOURCES + LINKS

Join The Société: Our Exclusive Membership To Help You Build A Freedom-Based Business - start today for just $97.

Learn how to Start or Scale a Freedom-Based Business with this free training: www.bossbabe.com/class.

Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More.

Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).