Coaching Real Leaders Coaching Real Leaders

How Do I Help My Boss Without Doing Their Job For Them?

Apr 27, 2026

Summary

Executive coach Muriel Wilkins guides Kate, a senior leader frustrated by a mismatched dynamic with her manager. They uncover that Kate’s frustration stems from differing definitions of "help," with Kate wanting strategic partnership while her boss seeks execution support. The session focuses on aligning expectations by clarifying the "how" of their collaboration and evaluating whether the role’s trade-offs align with Kate’s professional goals.

Topics discussed

Intro: Evolve immersion and Coaching Real podcast Kate's background and move to a new company Strained relationship with new boss and lack of follow-through Analyzing role mismatch: Helper vs. Doer expectations Sponsors: Cozy Earth and Alma therapy directory Identifying the 'How' gap and the 'Help Me Help You' moment Exploring resistance and defining what is helpful to the boss Strategies for aligning on communication and support preferences Sponsors: Stamps.com and NetSuite Clarifying personal 'Whys' vs 'Why Nots' for decision making Action plan: Testing hypotheses and committing to next steps Conclusion: Navigating tradeoffs and show credits
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