
Coaching for Leaders 164: How to Handle a Boss Who’s a Jerk, with Tom Henschel
Oct 27, 2014
In this discussion, executive coach Tom Henschel, a specialist in leadership presence, shares invaluable insights on dealing with difficult bosses. He emphasizes the importance of distinguishing personal mismatches from genuine workplace issues. Tom guides listeners on how to give constructive feedback without emotional baggage and highlights the futility of trying to change a boss’s behavior. When managing chaotic or narcissistic bosses, he suggests maintaining calm, taking notes, and framing concerns as business-related, underscoring the need for external support.
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High Performer Hit By A Difficult Boss
- Tom told the story of Suzanne, a high performer frustrated repeatedly by her boss Robert over years of coaching.
- They struggled to decide whether her problem was a personal mismatch or a real business liability requiring escalation.
Test The Waters Carefully
- Test the waters before accusing a boss to see if others share the concern.
- Be politically astute because casual venting can make you look like a troublemaker.
Delay Until You’re Calm
- Calm down and avoid approaching others while emotional; wait before raising the issue.
- Frame concerns as business issues, not personal grievances, to be credible and effective.



