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25 Aug 2026, 9:04 PMLenny's Newsletter3.5 How to figure out your next career move

Cliff Maxwell, collaborating with Jobs to Be Done co-creator Bobby Moesta, outlines a framework of six essential questions for navigating career transitions in tech, drawn from 1,000+ interviews and hundreds of coaching clients. The piece cites WEF projections that by 2030, 39% of current skills will change or become obsolete, 90M jobs displaced, and 170M new jobs created, arguing AI is redrawing role boundaries rather than just requiring new skills. Maxwell and Moesta have built Vocation, a career navigation platform applying a product/JTBD lens to career decisions.

Why: The article is a paid newsletter teaser for a career-coaching framework and platform; the concrete six questions are not fully available in the excerpt. Builders should not change any technical or product decision based on this — the only actionable signal is the WEF stat set (39% skills churn, 90M displaced, 170M created by 2030), which is useful framing for anyone deciding whether to invest in AI-adjacent skills now versus staying in a role that may be redrawn. The Vocation platform itself is not yet something to adopt based on this text.

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