Grammarly CEO: AI Moved the Career Ladder (Most People Don't See It Yet) | Shishir Mehrotra

📌 Your AI agent needs memory and context. MongoDB Atlas is the data layer for both — works with Claude, ChatGPT, Codex and Cursor. Free cluster ↓ https://fandf.co/45YqQjF In this episode of the Silicon Valley Girl Podcast, Marina Mogilko interviews Shishir Mehrotra, CEO of Superhuman, founder of Coda, former Chief Product Officer of YouTube and a Spotify board member for over a decade. In this episode he explains why the best jobs never come through the recruiting funnel, the PSHE framework he built at Google for how promotions actually work, the point mid-career where the rules quietly change and everyone panics, the interview question he used for hundreds of hires until he talked about it publicly too much, and the three AI agents he actually runs every day. Plus what Bill Campbell told him in 2000 that changed how he measures his own success. Links: 📩 7 skills that get you promoted — https://siliconvalleygirl.beehiiv.com/p/7-skills-that-make-you-irreplaceable-adc6?utm_source=youtube&utm_medium=description&utm_campaign=futureproof-sub&utm_content=7-skills Timecodes: 00:00 Teaser 00:38 If you started your career from scratch today 01:04 Stay out of the recruiting folder 02:56 Why "learn every AI tool" is the wrong advice 04:26 We're hiring judgment 04:50 Every skill is best learned in low-stakes places 06:37 Is the career ladder getting erased? 06:55 PSHE: how promotions actually work 08:00 The trough of disillusionment 08:36 AI pushes the entire ladder up 10:08 Why he doesn't like the word "replaced" 13:18 What happens to entry-level careers 15:42 Eigenquestions: the skill he hires for 16:40 The teleportation interview question 20:24 How to practice this without risking your job 22:10 Inside Grammarly: 100 billion AI queries a week 24:54 Demo: building agents that work where you work 28:14 Chat, do, assist — three ways to think about AI 29:40 The three agents he uses every day 34:37 Bill Campbell's advice 37:20 The metric he still measures himself by 🔗 Links: Instagram: https://www.instagram.com/siliconvalleygirl/ Silicon Valley Girl Podcast Instagram - https://www.instagram.com/siliconvalleygirlpodcast/ Linkedin - https://www.linkedin.com/in/marinamogilko/ X - https://x.com/siliconvalleymm My Companies & Products: https://partnerships.marinamogilko.co #SiliconValleyGirl #podcast