Good Judgment Beats Good Context | Episode 22

Aadil has spent 16 years as a TPM across Apple, Google, Nike, and Humane — and he's convinced the biggest risk in the AI era isn't using these tools too little. It's reaching for them before asking whether you even need to. 🕒 Timestamps: 00:00 - Intro & The Airtable Epiphany 00:53 - Why Good Judgment Beats Good Prompts 03:15 - Catching Dilemmas Early & Avoiding Agent Maintenance Overhead 05:10 - What to Delegate vs. What to Keep Control On 08:30 - TPMs Are Synthesizers, Not Producers 11:00 - How TPMs Stand Out in the AI Era 15:30 - What Hiring Managers Look For in Senior TPMs 19:00 - Startup Thinking vs. Big Tech Process Bloat 23:15 - Driving Velocity with Repeatable Systems 25:40 - Feedback Loops & Leadership Lessons from Apple 27:36 - When AI Agents Fail & Avoiding "Judgment Debt" 30:15 - Final Career Advice: Never Stop Learning 32:50 - Key Takeaways & Wrap-Up 🔗 Resources & Links:* * Aadil writes a newsletter on TPM leadership — https://artoftpm.substack.com/ * Connect with Aadil: https://www.linkedin.com/in/aadilmaan/ * Connect with Leena: https://www.linkedin.com/in/leenaagarwal/