Tool Use - AI Conversations

Use AI to Catch Your Bad Leadership Habits (ft Ian Pilon)

Jun 10, 2025
Ian Pilon, an innovator in AI and human-centered design, shares his insights on using AI to enhance leadership skills and communication. He discusses how AI can serve as a mirror to identify subconscious behaviors that impact leadership effectiveness. The conversation covers leveraging contextual intelligence to improve UX and preparing for tough discussions through AI role-playing. Pilon also emphasizes building local AI communities to foster collaboration and sharing insights, making AI more accessible and human-centric.
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INSIGHT

Logistics Lessons Inform AI UX

  • Ian Pilon's background in logistics and lean methodologies influences his approach to AI and UX.
  • He sees parallels between efficient supply chains and product design that prioritize flow and user goals.
INSIGHT

Future of AI User Interaction

  • Ian Pilon sees GPT and language models as a revolutionary change in UX through natural language communication.
  • He predicts hyper-personalized AI responses in preferred media formats will transform tool interactions.
ANECDOTE

Detecting Bad Leadership Habits

  • Ian Pilon applied his logistics and UX experience to leadership, finding it hard to measure team performance.
  • Inspired by the book "Multipliers," he identified subconscious diminishing leadership behaviors and started building tech to detect them.
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