EPISODE · Apr 6, 2026 · 27 MIN
The Delegation Bottleneck: Why your desire to "help" is secretly stalling your team
from You Might Try This
Delegation is one of the most important leadership skills, and one of the hardest to master. In this episode of You Might Try This, executive coaches Stacey Philpot and Cade Cowan unpack why delegation creates so much discomfort for managers and leaders, and how shifting from assigning tasks to delegating responsibility can transform your team, your leadership impact, and your workload.In this episode, you’ll learn:• Why delegation is about responsibility, not just tasks• The emotional barriers that make delegation so difficult• How poor delegation creates burnout and bottlenecks• A three-part framework for delegating effectively• How to launch work in a way that builds trust and ownership• Why asking better questions leads to better outcomesChapters03:09 Distinguishing tasks vs. responsibilities in delegation06:00 Common fears leaders experience when delegating10:52 Stacey’s three-part rubric for effective delegation16:35 Asking questions to guide and support delegated work24:34 Key takeaways: delegating as a process, not a one-off conversationTo learn more about us and the podcast, visit youmighttrythis.com and check us out on social media @youmighttrythis#delegation #leadershipdevelopment #managementskills
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The Delegation Bottleneck: Why your desire to "help" is secretly stalling your team
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