PODCAST · Lenny's Podcast

2026 年 8 月节目

5 期 · 5 期带分节

  • 08-30AI’s third era: the rise of persistent AI coworkers | Tara Seshan (Product Lead ChatGPT Work)
    1. 00:00Introduction
    2. 02:18What makes OpenAI’s culture so different
    3. 06:42Why AI product strategy is all about fast experimentation
    4. 09:02How the PM role is changing
    5. 10:50The shift from rowing to steering
    6. 15:35What changes when agents become coworkers
    7. 20:05Why ambition matters more than ever
    8. 26:39Building products for models that do not exist yet
    9. 29:21How ChatGPT’s Chat and Work modes differ
    10. 34:01How OpenAI ships so quickly at scale
    11. 39:14The vibe shift happening inside Codex
    12. 42:20Why traditional roles are beginning to blur
    13. 45:59Where humans will continue to provide unique value
    14. 48:20How Tara uses AI in her own work
    15. 51:38The magic of the /visualize command
    16. 52:39Writing to think versus writing to report
    17. 57:10How to use AI without losing your ability to think
    18. 01:00:15Tara’s biggest lesson from Sutter Hill
    19. 01:04:16ChatGPT’s site output
    20. 01:05:01Why knowledge work is becoming more like coding
    21. 01:07:55Lightning round and final thoughts
  • 08-23How to close $100K+ enterprise deals, step by step | Jen Abel
    1. 00:00Introduction
    2. 02:49Why Jen is giving away her enterprise sales playbook
    3. 05:54Example: selling AI legal tech to SpaceX
    4. 09:11Step 1: Landing the meeting
    5. 18:44Step 2: Running the intro call
    6. 30:00Step 3: Running a follow-up call
    7. 36:30Step 4: Prepping the pitch/frame for demo
    8. 38:36Step 5: Running the demo
    9. 46:45Step 6: Post-demo debrief
    10. 48:59Step 7 through 9: Preparing for and running the pilot
    11. 01:03:44Why the standard five-stage CRM pipeline doesn’t work
    12. 01:04:49Step 10: Post-pilot session
    13. 01:07:48What a healthy enterprise win rate looks like
    14. 01:11:45Steps 11 through 14: Navigating procurement and getting the signature
    15. 01:18:01How to think about expansion
    16. 01:19:18How buyers can say no without wasting everyone’s time
    17. 01:21:53Why enterprise sales is a lot like product management
    18. 01:22:27Closing thoughts
  • 08-16OpenAI’s Head of Design: This is the best time in history to be a designer | Ian Silber
    1. 00:00Introduction to Ian Silber
    2. 02:14Why designers in general feel anxious about AI
    3. 09:01What makes specific designers thrive in the AI era
    4. 13:41Why Ian says it’s the best time in history to be a designer
    5. 17:13How product roles are converging
    6. 22:24Can AI design great products?
    7. 23:54Where human judgment still matters
    8. 27:34What Ian looks for when hiring designers
    9. 30:20Why systems thinking matters
    10. 32:53Balancing speed and craft
    11. 38:05Designing for vastly different audiences
    12. 41:57Solving the blank-box problem
    13. 43:31How ChatGPT is evolving beyond chat
    14. 46:07The vision for Codex
    15. 49:07What Ian wishes he knew on day one
    16. 51:40Why humility matters in AI
    17. 53:41Advice for designers who are feeling overwhelmed
    18. 55:16AI corner
    19. 57:43Failure corner
    20. 01:00:45Lightning round and final thoughts
    21. 01:05:52Lessons from Groupon
  • 08-09The playbook for building high-talent-density teams | Adam Ward, Head of Talent at Cursor
    1. 00:00Introduction
    2. 03:01The state of the hiring market
    3. 06:41What roles are trending up and what roles are trending down
    4. 11:25The three-step hiring framework that changes everything
    5. 21:58Getting the right people to actually respond
    6. 25:42Keeping talent a top priority
    7. 29:16Inside Cursor’s recruiting operation
    8. 32:19How to relentlessly pursue top talent
    9. 35:42“Caring is free”
    10. 38:33The conversation most companies underestimate
    11. 39:19Rethinking the atomic unit of a search
    12. 40:12Other recruiting tactics
    13. 45:04What the on-site is really for
    14. 49:35The importance of work trials
    15. 53:10The offer stage
    16. 57:53Negotiations and comp
    17. 01:01:50The details that actually close the deal
    18. 01:07:23What it’s like working with an exec team who values recruiting
    19. 01:09:42Talent density
    20. 01:11:18The first recruiting hire most founders get wrong
    21. 01:15:00Building incredible teams
    22. 01:18:12The time between offer and acceptance
    23. 01:19:48What’s next for the recruiting function
    24. 01:21:00Lightning round
  • 08-02This CPO regrets that product management exists | Tom Verrilli (CPO of Whatnot)
    1. 00:00Introduction
    2. 02:40“We regret that product management exists”: what it means and why
    3. 08:30When specialization makes sense, and when it doesn’t
    4. 15:20How Whatnot structures its PM org
    5. 17:28What 31,832 PM applications revealed about the function
    6. 19:40How to develop systems thinking
    7. 22:10The shift to senior ICs doing IC work
    8. 32:26Advice for PMs struggling in today’s market
    9. 35:22How AI has transformed work at Whatnot
    10. 41:14The data scientist problem
    11. 42:48Which roles are trending up and down
    12. 44:48What the product team of the future looks like
    13. 46:29Why core PM skills are the most durable in an AI world
    14. 49:23How to get the most out of the people you hire
    15. 53:32Navigating the CPO-founder relationship
    16. 57:34Advice for aspiring CPO’s
    17. 59:16How to know when to stand firm and when to step back
    18. 01:01:38Play the accordion: balancing strategic vision with fast iteration
    19. 01:06:35Agentic commerce vs. live commerce
    20. 01:09:46Lessons from Twitter
    21. 01:13:07Failure corner
    22. 01:15:45Lightning round and final thoughts