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The Skip PodcastCareer advice for tech professionals Author: Nikhyl Singhal
The Skip podcast helps tech professionals get ahead in their career. Its hosted by Nikhyl Singhal, a successful founder, head of product, and executive. Nikhyl has helped scale four of the most successful tech products ever: Facebook, Credit Karma, Google Photos, and Google Hangouts. And he coaches more than 100 executives, managers, and rising stars in navigating important career decisions, management challenges, and personal crossroads to maximize their happiness and professional life. Subscribe to this podcast to hear from him and other executives as they teach unique career lessons. theskip.substack.com Language: en Genres: Business, Careers, Technology Contact email: Get it Feed URL: Get it iTunes ID: Get it |
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The PM Career Framework for AI (Part 2): The Large Tech Playbook
Thursday, 11 December, 2025
The “join a hot company” career narrative is getting a lot of PMs into trouble. In Part 2 of our PM Career Framework for AI series, we get practical: how to pick the door that fits you — and spot when a prestigious logo is quietly costing you career momentum. We break down nearly 600 listener questions, then map the first set of doors, from Big Tech and public enterprise to the “quality middle” of elite private companies and recent IPOs.Key topics• The “doors” framework: building a personal stack rank• Golden handcuffs: when staying in Big Tech is rational• Why L7+ doesn’t translate to startups or AI labs• The “step down” that’s actually a level up• How to know if you’re a fit for AI-native companies• Debunking the myth of “coasting” in Big Tech• Why APM programs can be the fastest way to learn the craft• The stay/leave test: can you produce a career story?• Who is suited to public enterprise tech• The “quality middle” sweet spotWhat’s next (Part 3):Next episode, we assess the doors everyone’s obsessing over: AI labs (OpenAI / Anthropic), hot AI startups, ex-growth mid-stage companies, and founding. We will also cover why the rules change dramatically once you move into the AI-native part of the market.Where to find Nikhyl:Twitter/XLinkedInWhere to find Carly:LinkedInShe Leads PodcastTwitter/XJoin The Skip:Skip CoachSkip CommunityFind The Skip:WebsiteSubstackYouTubeSpotifyApple PodcastsTimestamps(00:46) The “doors” framework: building a personal stack rank(11:50) Golden handcuffs: when staying in Big Tech is rational(17:12) Why promotion often doesn’t translate to your next job(19:29) The “step down” that’s actually a level up: from learning to teaching(22:55) How to upgrade your product intuition without quitting your job(26:23) The Big Tech fit test: why some builders struggle (and some thrive)(31:03) Early-career exception: why APM programs can accelerate you(34:26) Career stories: opinion → ship → impact → learning (and how to collect them)(39:17) Public enterprise tech: when stability + liquidity is the smart move(42:30) The hard question: are you unlucky, or are you the problem?(48:44) If your company is behind on AI: be the change agent or move on?(53:49) The “quality middle” sweet spot: elite teams, near-liquidity, durable brands(57:55) Domain expertise vs “chasing AI”: where you’ll have the most impact(62:17) Builder vs fixer: choosing the work you’re actually signing up for(65:03) Key takeaways + what’s coming in Part 3Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, or Twitter. You can also email me at nikhyl@skip.community This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit theskip.substack.com
