the bossbabe podcast
462: My Biggest Leadership Mistakes + Regrets
May 8, 2025
Leadership isn't always as glamorous as it seems. Discover the pitfalls of hiring too fast and the importance of trusting your gut in decision-making. Dive into the hidden costs of avoiding tough conversations and how people-pleasing can lead to an identity crisis. Learn about the breakthroughs that emerge from breakdowns and gain insights into what healthy leadership looks like today. The conversation offers raw and honest reflections aimed at helping leaders grow with integrity.
19:50
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Quick takeaways
- Recognizing the importance of cultural alignment in hiring can prevent team misalignment and foster a more motivated workforce.
- Engaging in difficult conversations early can alleviate issues before they grow, promoting a culture of honesty and trust within the team.
Deep dives
The Distinction Between Leadership and Business Building
Leading a team requires a different skill set than building a business, which many entrepreneurs overlook. As teams grow, business owners often feel burdened rather than liberated, highlighting the necessity for effective leadership. It is crucial to recognize that promoting team members based on loyalty rather than proven competency can create significant gaps and resentment within the team. Establishing clear performance metrics and providing a test period for new responsibilities can ensure that promotions are earned through demonstrated success.
