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Index/Leadership/The Leader I Needed with James (Trig) Rosseau, Sr.
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223. The Skills That Got You Promoted Are Now Working AGAINST You

The Leader I Needed with James (Trig) Rosseau, Sr. · 2026-06-16 · 17 min

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Episode notes

The skills that got you promoted may be the ones now working against you. If you were a great individual contributor, the game slowed down for you. You knew the systems, knew where the answers lived, knew how to score. Then you became a manager, and the game sped right back up. The rim moved. The court changed. And the instincts that made you dependable, the "I'll just do it myself" reflex, the urge to route around the difficult teammate, the pressure to have every answer, those instincts now create the very problems you're trying to fix. In this episode, James Rosseau Sr. unpacks the three shifts every new manager has to make to stop leading with old instinct and start leading with new awareness. You'll hear why your promotion was a reward for mastering a game you already understood, why leadership is not the next level of that game but a different game entirely, and why the new game is won through your people, not around them. James also shares the story of "Montel," a team member he almost wrote off at Card Services who became one of his strongest players the moment James stopped managing harder and started investing differently.

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