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Should You Quit Your Job or Stay? The Truth No One Tells You [W&S 131]

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Is job-hopping really the key to better pay and faster promotions? Or could it be quietly harming your long-term career in Singapore?

We speak with two seasoned professionals—Shelly Chan and Yinn Ewe—who stayed over a decade in the same organisation and climbed the ladder through internal mobility, not constant switching.

We unpack:

  • The real cost of job-hopping vs staying
  • Whether 30% pay jumps are worth the risk
  • What hiring managers actually think of frequent job changes
  • Internal talent mobility: how to grow without leaving
  • How mindset, personal purpose and people-fit impact your long game

Perfect for Singaporean professionals wondering: Should I stay for stability or leave for growth?

Whether you're mid-career, exploring your next move, or in HR thinking about talent retention, this episode gives you candid insights and frameworks that go beyond surface-level career advice.

Leave a comment if you’ve ever struggled with this decision—and tell us what finally made you stay or go.

What We Discuss:

  • 06:27 How can you tell if someone left a job mainly for financial gain?
  • 10:29 How do you justify frequent moves to hire‑ers?
  • 13:27 Personal Experiences with Pay Increments
  • 23:43 What’s the first move when growth stops?
  • 28:27 How do you go from shy to assertive on raises?
  • 34:22 Dealing with Colleague Competition and Personal Growth

Episode Resources:


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