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WorkLife with Adam Grant · June 9, 2026 · 41m 38s

FAQ: How to disagree productively, know which hills to die on, and find your mentors

Molly Pennington, host of WorkLife, answers listener questions about navigating workplace challenges with Ashley Murphy, a member of her team and co-creator of Glue Club, a leadership development community. The episode covers three practical problems leaders face: working productively with bosses you disagree with, determining when to hire an executive coach, and how to position yourself to employers when you don't fit traditional career boxes.

This summary was generated from show notes and public descriptions, not from a full transcript review. Details may contain inaccuracies.

Highlights

Molly and Ashley created Glue Club as a community space where leaders can feel 'more confident and less lonely at work,' addressing a core emotional need in leadership.

Editorial

Productive disagreement with authority
When you disagree with your boss, frame disagreement as a strategic conversation about shared goals rather than personal conflict.
Knowing which hills to die on
Not every disagreement merits escalation. Develop clarity about which values, outcomes, or principles are non-negotiable for you.
When to hire an executive coach
Consider an executive coach when you're facing repeated patterns of difficulty in relationships, decision-making, or self-awareness that peers or mentors can't adequately address.
Positioning yourself when you don't fit traditional boxes
When your background or skill set doesn't match a standard career path, lead with the problem you solve rather than the title you want.

Misc

Ashley Murphy is a key architect of Glue Club, a leadership development community designed to make leaders feel 'more confident and less lonely at work'
The episode draws from real questions submitted by members of Glue Club, suggesting these are problems leaders encounter repeatedly in practice
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