This week, we tackle one of the most frustrating leadership challenges: wanting to be strategic but constantly being pulled back into the operational weeds by requests from above. If you've ever felt caught between senior leaders asking for detailed information whilst simultaneously telling you to "be more strategic," this episode is essential listening. We explore why this happens and share practical strategies to break the cycle.

Key points from this episode

• Why senior leaders ask for detailed information even when they want you to be strategic
• How to communicate strategically without getting trapped in over-explaining
• Managing up techniques that build trust and reduce micro-detail requests
• The three core skills needed to handle this challenge effectively
• How to provide reassurance without showing all your workings

Timestamps:

00:00 Introduction: The strategic leadership paradox

01:00 Why requests for detail derail strategic work

03:00 Understanding the psychology behind detailed questioning

06:00 Building relationships through strategic communication

09:00 A real example of mismatched communication expectations

12:00 The trust-building conversation approach

14:00 Managing your response to detailed questions in the moment

16:00 When detail requests trigger imposter syndrome

18:00 How this cycle can create micromanagement tendencies

19:00 Using these challenges for personal development

20:00 The three essential skills for strategic leadership communication

22:00 Wrap-up and coaching support optionsRetryClaude can make mistakes. Please double-check responses. Sonnet 4

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