
Product Therapy Coaching Product Leadership with Shreyas Doshi | Building Trust, Managing Insecurity, and Leading with Courage
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Nov 25, 2025 Shreyas Doshi, an experienced product leader and coach from companies like Stripe and Twitter, explores the crucial link between product leadership and trust-building. He discusses how new leaders often unintentionally damage trust through hasty actions and lack of listening. Shreyas emphasizes the importance of admitting 'I don't know' and using judgment and courage to navigate leadership challenges. He also highlights how AI is reshaping product leadership and the need for innovative UX design, asserting that sound leadership becomes even more vital in an AI-driven world.
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Early Critique That Broke Trust
- Shreyas describes joining a company where he immediately listed everything wrong and intended to fix it.
- His execution sounded like "I know better than you," which eroded trust and took years to partially repair.
Listen To Deposit Trust Quickly
- Pause and listen fully in early meetings to build rapport and learn context.
- Being present deposits into your trust bank and yields much more useful information.
Organizations Reward Knowing Over Honesty
- Companies incentivize pretending to know answers, so "I don't know" is often punished.
- This creates widespread insincerity and rewards bullshit or diversion instead of honesty.

