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The five-year runway – what pre-retirees should start doing

Financial, life and health plans must all be stress-tested; the life you want next must start becoming real

    • Money is only ever an enabler. Before a financial decision is made, an ikigai decision must be made first. What is the good life you want to live in the next phase?
    • Money is only ever an enabler. Before a financial decision is made, an ikigai decision must be made first. What is the good life you want to live in the next phase? IMAGE: PIXABAY

    DeeperDive is a beta AI feature. Refer to full articles for the facts.

    Published Fri, Apr 24, 2026 · 03:56 PM

    I AM 56 this year. If all goes to plan, Providend should have a new management team in another five to seven years. It is a thought I hold with both anticipation and unease. For most of my working life, I have been the one helping others plan their transition. Now, I find myself on the runway, watching it shorten.

    I do not think of this phase as retirement, because I am not sure I will ever fully retire. But I am clearly a pre-retiree: someone with five years or fewer before a significant change in their working life.

    Through my own preparations and many conversations with clients at this stage, I have come to believe that the final five years before the transition are the most important. It is when your financial, life and health plans must all be stress-tested, and when the life you want next must start becoming real.

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