462: My Biggest Leadership Mistakes + Regrets

2025-05-08 · 20 min · episode 462 · 13 entities

episode page audio

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→ hosted by Natalie Ellis person

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→ discusses Business company

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→ discusses Education concept

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→ discusses Entrepreneurship website

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→ discusses Self-Improvement concept

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→ discusses Marketing concept

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Entities found in this episode

concepts 7

mentioned Education concept

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evidence rules-v5
Feed category: Education
mentioned Self-Improvement concept

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evidence rules-v5
Feed category: Self-Improvement
mentioned Marketing concept

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evidence rules-v5
Feed category: Marketing
mentioned My Biggest Leadership Mistakes + Regrets concept

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evidence rules-v5
462: My Biggest Leadership Mistakes + Regrets
discusses Education concept

0.40

evidence rules-v5
Feed category: Education
discusses Self-Improvement concept

0.40

evidence rules-v5
Feed category: Self-Improvement
discusses Marketing concept

0.40

evidence rules-v5
Feed category: Marketing

persons 2

mentioned Natalie Ellis person

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evidence rules-v5
Feed author/publisher: Natalie Ellis
hosted by Natalie Ellis person

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evidence rules-v5
Feed author/publisher: Natalie Ellis

companys 2

mentioned Business company

0.50

evidence rules-v5
Feed category: Business
discusses Business company

0.40

evidence rules-v5
Feed category: Business

websites 2

mentioned Entrepreneurship website

0.50

evidence rules-v5
Feed category: Entrepreneurship
discusses Entrepreneurship website

0.40

evidence rules-v5
Feed category: Entrepreneurship

Episode description as stored

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 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).