The Skip Podcast

Why your career playbook expired: The new rules for 2025 job transitions

60 snips
Sep 4, 2025
Career ladders are being redefined as traditional roles vanish and new ones emerge. Senior individual contributor positions are now deemed more valuable than management roles, causing a shift in career strategies. Big Tech salaries can feel like a trap with growing dissatisfaction. The landscape for startups is booming, with more product leaders venturing out on their own. As AI transforms workplaces, professionals must adapt quickly to thrive in the evolving job market and avoid obsolescence.
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INSIGHT

AI Made Senior ICs Powerful

  • AI and tooling let individual contributors own far bigger scopes than before.
  • Flat orgs reduce layers so IC roles can be more career-defining than management roles.
ADVICE

Move Hands-On To Reinvent Your Craft

  • Do move closer to the product and be hands-on to remain relevant during rapid change.
  • Take IC roles or tiny-team roles to reinvent your craft and learn new product-build methods.
INSIGHT

The Big Tech Compensation Paradox

  • Big tech leaders now receive outsized equity-driven pay that can mask career stagnation.
  • That inflated comp creates a paradox: excellent pay with low career mobility to hot growth roles.
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