this is work 746 big conversations every leader needs to have (awkward chats, talented jerks + why 1:1s matter)
Nov 23, 2025
Rowan Dredge, a leadership practitioner known for enhancing communication and team capabilities, dives into critical yet often avoided conversations for leaders. He and Shell tackle the importance of clarity in communication and the necessity of one-on-ones to boost engagement. They discuss the challenges posed by 'talented jerks' and how leaders can balance high standards with psychological safety. Rowan emphasizes adopting discipline over mere desire for growth and the power of asking questions to foster engagement.
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Maps Gave Instructions Too Early
- Shelley describes a drive to Sydney where maps gave instructions too early and caused wrong turns.
- The story illustrates how premature information can overwhelm and confuse decision-making.
Ask More To Shift Attention Out
- Increase your energetic question-asking ratio to shift attention outward toward team members.
- Attention-out questioning makes people feel listened to and validated.
One-Ones Prevent Costly Turnover
- Investing in one-on-ones reduces expensive turnover and rehiring costs.
- Losing engaged people costs about a year of salary plus huge energy to replace them.
