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We Need To Talk: Managing Ludicrous Requests at Work (Part 3 of 3)
Monday, May 12, 2025 • Rosenfeld Community
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We Need To Talk: Managing Ludicrous Requests at Work (Part 3 of 3)
Speakers: Joshua Graves
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Summary

Have you ever faced work requests that seem impossible, frustrating, or just plain absurd? Whether they stem from intentional boundary-pushing or a lack of understanding, these demands can put you in a tough spot. In this session, Joshua Graves, author of We Need To Talk: A Survival Guide for Tough Conversations will explore practical strategies for handling ludicrous requests with a level head. You'll learn how to uncover the motivations behind these requests, assess their impact, and respond in a way that maintains your influence and work-life balance. Through techniques like stakeholder mapping, reframing conversations, and negotiation tactics, you'll discover how to effectively push back on unrealistic demands and strategically accept requests when necessary. Join us for real-world insights and actionable tools to manage these challenging situations with confidence.

Key Insights

  • Ludicrous requests are often driven by stress and unrealistic expectations from higher management.

  • The definition of a ludicrous request evolves from a good idea that has been taken too far.

  • Effective communication can help clarify intentions behind ludicrous requests.

  • Stakeholder mapping can help you understand the needs and motivations of all parties involved.

  • Using psychological safety as a foundation allows for open discussions regarding unreasonable requests.

  • Asking logical questions ('what' and 'how') helps engage the other party constructively.

  • Recognizing when requests stem from misunderstandings can lead to better outcomes.

  • Maintaining factual understanding is crucial to addressing ludicrous requests effectively.

  • Language and jargon can create barriers; simplifying communication aids clarity.

  • Acknowledging personal biases can help one avoid issuing ludicrous requests unknowingly.

Notable Quotes

"My boss asked me to stop writing email and do real work."

"One app concept involved a pair of lips that you tap to start a conversation."

"People in our industry often push for unrealistic goals under the guise of ambition."

"The best way to respond to impossibilities is with a logical head."

"If you don't speak up about unrealistic requests, you're facilitating a potential disaster."

"What stands to gain from speaking up rather than remaining silent?"

"We assume negative intent instead of seeking to understand the situation first."

"We've all been party to requests that seem ludicrous at first glance."

"When someone uses jargon, they signal belonging rather than understanding."

"Frequent communication can help avoid passing along unreasonable requests."

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