Chris Maduri · September 9, 2026

Podcast: The Midlife Rebel Podcast
September 9, 2026 · 49 min
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Retirement & Life Transitions Expert
Nearly 20 years Helping people prepare for retirement4 Pillars of sustainable retirement planning3 Buckets in his wealth-building approachSales Director Named by Financial Marketing Group in 2013
Chris Maduri has spent nearly two decades helping people prepare for more than retirement - he helps them prepare for the life that comes after work.
Because retirement isn't simply the day the pay cheque stops.
It can change your identity, your marriage, your relationship with your time, your health, your family and your sense of purpose. And Chris believes that's the part of retirement planning most people don't talk about.
Chris began his career just before the 2008 Financial Crisis, an experience that fundamentally shaped how he thinks about risk. Watching carefully constructed plans come under pressure taught him that assumptions can fail - and that a retirement plan needs to work in the real world, not just on paper.
But after nearly two decades in the industry, Chris has come to see that financial preparation is only one part of the equation.
The bigger question is: What are you actually retiring to?
Chris describes retirement as the "fourth quarter of life" - and, if you've done things right, a little overtime.His work explores what it takes to make that chapter meaningful: having financial confidence, maintaining your health, protecting the people you love, staying connected to a sense of purpose and knowing how you want to spend the years you've worked so hard to create.
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Retirement is something most of us spend years planning financially. But how many of us ever stop to think about what we're actually retiring to?
That was one of the things I loved most about my conversation withChris Maduri.
Chris has spent nearly twenty years helping people prepare for retirement, but what struck me was that our conversation wasn't really about money. It was about purpose, identity, and what happens when the career you've built no longer provides the structure and meaning it once did.
For many people, retirement sounds like freedom. More time. Fewer responsibilities. The chance to finally do all the things you've been putting off.
But Chris shared something I'd never really considered before: the people who thrive in retirement aren't simply the ones who've saved enough money. They're the ones who've thought about the kind of life they actually want to wake up to.
Who will you be when your job title disappears?
How will you spend your days?
What gives your life meaning when work is no longer the centre of it?
These questions felt surprisingly relevant, even if retirement is still years away.
Of course, we also talked about the financial side of retirement. Chris explains why the risks change once you stop earning an income and begin drawing on your savings, why protecting your income becomes just as important as growing your wealth, and why planning ahead can bring enormous peace of mind.
But what I appreciated most was his holistic approach.
We spoke about health, movement, strength, relationships and maintaining a sense of curiosity as we grow older. Because what's the point of spending decades building financial security if you don't also invest in the health and wellbeing that allows you to enjoy it?
One analogy Chris shared has really stayed with me.
He compares retirement to climbing a mountain.
Most of us spend years focused on reaching the summit; building our careers, paying off the mortgage, raising a family and accumulating wealth. Yet very few people prepare for the descent, even though that's where the terrain becomes more uncertain and the consequences of poor planning become greater.
It was such a powerful way of thinking about this next chapter of life.
Whether retirement is just around the corner or still decades away, I think this conversation is really about something much bigger.
It's about living intentionally.
It's about recognising that purpose doesn't end when work does.
And perhaps the best retirement plan isn't just about building enough assets.
It's about building a life you'll still be excited to wake up to long after your working years are behind you.
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Guest: Chris Maduri
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