# Should you Stay or Go? A 5-factor framework for career-defining decisions Page: https://stenobird.com/podcast/the-skip-podcast-5971055/should-you-stay-or-go-a-5-factor-framework-for-career-defining-decisions Text version: https://stenobird.com/podcast/the-skip-podcast-5971055/should-you-stay-or-go-a-5-factor-framework-for-career-defining-decisions.md Podcast: [The Skip Podcast](https://stenobird.com/podcast/the-skip-podcast-5971055) Published: 2025-02-27T12:00:00+00:00 Episode link: https://theskip.substack.com/p/should-you-stay-or-go-a-5-factor-ee2 Audio file: https://api.substack.com/feed/podcast/162295730/d31c7e5420f32da2b33dda07d003c8d6.mp3 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/the-skip-podcast-5971055/episodes/should-you-stay-or-go-a-5-factor-framework-for-career-defining-decisions Duration seconds: 3020 ## Resource In this episode, I’m joined by my co-host Carly Malatskey, a former software engineer turned investor and podcast host of She Leads . We tackle a listener’s question about whether to stay in their current job or take a new one. Using a 5-factor framework, we break down how to evaluate career decisions based on compensation, skills, lifestyle, long-term success, and work environment. Whether you’re considering a career move now or just want a structured way to assess future opportunities, this episode offers a practical guide to making confident job decisions. – Key topics: The Stay vs. Go framework for career decisions How to assess if your job is career additive Balancing comp, skills, and lifestyle in job choices The probability of success matters in career moves How long you should stay before making a switch And much more – Where to find Carly: LinkedIn She Leads Podcast Twitter/X – Where to find Nikhyl: Twitter/X LinkedIn – Find The Skip: Website Substack YouTube Spotify Apple Podcasts – Don'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 – Timestamps (00:00) The 5-factor framework (01:20) Mailbag question: “Should I stay or go?” (03:38) Is your job career additive? (09:52) Why tenure matters less for some people (15:51) Framework overview (17:21) How to think about compensation (21:28) Fishing for outlier comp offers (23:54) Don’t just optimize for comp (25:46) What skills are you picking up (30:09) How esoteric are your skills (32:37) Weighing up lifestyle (36:56) What’s the probability you will succeed? (42:03) Think about the environment you thrive in (44:54) Final advice This… ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/the-skip-podcast-5971055/episodes/should-you-stay-or-go-a-5-factor-framework-for-career-defining-decisions/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/the-skip-podcast-5971055/should-you-stay-or-go-a-5-factor-framework-for-career-defining-decisions.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.