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When does guidance become micromanagement, and how do leaders find the right balance? In this episode of Breaking the Chain, host Nathaniel Chapman welcomes executive advisor, strategist, and author Jonathan Bennett for a deep dive into one of leadership’s most common challenges: navigating the grey area between delegation and micromanagement. Drawing from extensive leadership and advisory experience, Jonathan shares insights into why many leaders struggle to let go, how trust and perception shape team dynamics, and practical ways to create structure while still empowering autonomy. Together, they explore: 1. Why delegation isn’t always taught but expected 2. How leadership transitions change the role from doing to guiding 3. The trust dynamics behind micromanagement 4. Encouraging ownership without losing clarity or direction 5. Knowing what to delegate and when to step back Whether you’re a new manager, experienced leader, or someone interested in leadership development, this conversation offers thoughtful perspectives on building stronger, more empowered teams. Connect with the hosts: Nathaniel Chapman : / nathanielchapman Our special guest: / bennettjonathan Follow us: LinkedIn: / impe. . Instagram: / impeltalent. . TikTok: ImpelTalent Subscribe for more episodes on leadership, people strategy, and professional growth. #leadership #micromanagement #breakingthechainpodcast