Squiggly Careers

Squiggly Shortcut: 5 Questions That Will Transform Your Career Conversations

Jan 15, 2026
Discover five transformative questions to elevate your career conversations. Explore how visualizing your future can shape your goals. Reflect on moments of fulfillment to tap into your strengths. Identify your confidence gremlin and tackle self-doubt. Embrace short-term curiosities that spark your interest and imagine the possibilities beyond your current role. These insights are perfect for discussions with managers, friends, or self-reflection.
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ADVICE

Prepare With Focused Questions

  • Prepare career conversations by using focused questions to think ahead and clarify priorities.
  • Send questions to others beforehand or use them to coach yourself during a walk or timed mind‑map.
INSIGHT

Use Mental Time Travel

  • Fast‑forwarding 12 months helps you visualise change and spot beginner opportunities.
  • Use a three‑minute mind map or change location to warm up thinking and reduce pressure.
ADVICE

Identify Fulfilment Moments

  • Reflect on moments when your work feels most fulfilling to identify energising activities.
  • Ask how often you use those strengths and where else in your organisation you could apply them.
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