As we approach retirement or settle into it, we’re often told to slow down, wind things down, or just enjoy the quiet.
But what if this next phase of our lives is actually an opportunity to design an entirely new life – or even three?
Retirement isn’t just the end of our professional careers. It’s the beginning of a new phase filled with possibility.
Bill Burnett and Dave Evans introduced the concept of ‘Odyssey Planning’ in their book, ‘Designing Your Life’, which can be a powerful tool not just for young professionals but for anyone ready to reimagine what comes next.
Let’s adapt this concept to the design of our retirement life.
The key idea: There is no single “correct” path to a fulfilling and meaningful life.
We are all capable of living many different, meaningful lives. We are free to plan whatever we want, and if our current plan doesn’t work out as planned, we can change direction.
Retirement design isn’t about finding the perfect life or fixing something broken. It’s about exploring all the different, equally valid versions of our future.
The key?
Let’s stop trying to find the one “perfect” plan and start generating multiple good ones. Then, we can decide to explore one of them deeper.
Odyssey Planning for Retirement: How it works
Create three different versions of the next 5 years of your life. Each one represents a life you could actually live.
Life 1: Continue as Planned
This version is your current idea for retirement. Maybe you’ve started volunteering, joined some clubs, or plan to travel more. You’re building on what you already know or are already doing.
Life 2: Pivot
Now imagine that Life 1 is no longer an option. What would you do instead? What else could bring meaning, structure, or joy to your days?
Life 3: The dreamer’s life
This is your “if money and reputation didn’t matter” life. The one you secretly think about but haven’t dared explore. Maybe you’d start a creative project, open a small business, move somewhere unexpected, or dive into a long-delayed passion.
What to include in each of the 3 life plans plan:
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- Headline
Give each plan a title that captures its spirit. For example: “Helping others and learning new things daily.” - Timeline
A simple sketch of what happens year by year – include personal milestones, travel, learning, projects, and family events. - Questions & Answers
- Headline
Explore and rate each plan on these four scales:
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- Resources: Do you have what you need?
- Excitement: Does this plan light you up?
- Confidence: Do you believe you could do this?
- Coherence: Does it fit with your values?
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CASE STUDY
Helen, 67, recently retired from a career in education. She wanted to feel valuable and engaged, but was unsure what her next step should be.
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- Life 1: “Teaching without the school bells”
She tutors immigrant women in English, volunteers at her library, and travels locally with a friend group. - Life 2: “Home and garden immersion”
She focuses on turning her backyard into a permaculture garden, joins a sustainability group, and hosts weekend gardening classes. - Life 3: “Adventure Granny”
She buys a campervan and travels around Australia, documenting local histories and interviewing elders for a podcast.
- Life 1: “Teaching without the school bells”
Helen finally didn’t pick just one life. She blended parts of all three life plans and is now living a deeply satisfying post-retirement life.
NOW IT’S YOUR TURN
Draw your three life plans. Give them titles, add timelines. Ask yourself bold questions. And answer them!
See what happens when you get curious instead of committed too quickly. Don’t worry about what’s realistic – worry about what’s energising.
Odyssey Planning is about opening doors in our minds – and in our lives.
It’s a playful, powerful way to stay in charge of our lives – especially at a time when society often expects us to step back.