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Lenny’s Podcast155 min

How to build a team that can “take a punch”: A playbook for building resilient, high-performing teams

Hilary Gridley · Jun 15, 2025
Key learnings
  • When you feel criticized, skip litigating what others think and instead take one small action that demonstrates the opposite of…
  • Use behavioral activation: act first on a small, concrete step, since action tends to lift mood and break negative spirals rather…
  • Speak up in meetings with valuable input; fear of saying the wrong thing is the main blocker, and building the skill to take a…
Lenny’s Newsletter♥ 384

How to become a supermanager with AI

Nov 19, 2024 · 17 min
Subscriber post — summary only

Hilary Gridley, a WHOOP product director, argues that AI can help managers become "supermanagers" by scaling their coaching and feedback. She shares five practical strategies, from building custom GPTs that replicate…

Lenny’s Newsletter♥ 409

Your Couch-to-5K for AI

Apr 28, 2026 · 5 min
Subscriber post — summary only

Lenny Rachitsky, with Hilary Gridley, introduces Couch-to-5K for AI, a free program of under 10 minutes a day that builds AI skills progressively using Claude Code. The post argues that busyness is usually a disguise…