
After 27 years in leadership at Fidelity Investments, Nan Ives took what many dream of — early retirement at 59. She imagined long weekends on Cape Cod, endless rounds of golf, and the freedom of an open calendar.
But when the honeymoon phase ended, she was left with a question no one had prepared her for:
“Now what?”
In this powerful and deeply personal conversation, Nan shares the real story of what happens after retirement — the emotional void, the loss of identity, and the search for meaning.
This episode, recorded in October 2024 and now brought to life on Waves of Wisdom, reveals how Nan transformed uncertainty into purpose by co-founding The Future of You — a human-centred, design-thinking approach to helping others create a fulfilling life after work.
What we cover in this episode:
The truth behind the “retirement dream” — and what’s missing
Why financial freedom isn’t enough
The four-step framework for life planning after work
How to start retiring before you retire
Real-life stories of reinvention from The Future of You community
Whether you’re mid-career, approaching retirement, or simply rethinking what’s next, this episode will challenge and inspire you to become Unretirable.
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Explore more:
The Future of You – https://www.thefutureofyou.com
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