I Went On The Chase! Can You Really Win Your Way Out Of Debt?
We’ve always joked about winning our way to retirement, but this week we put that idea to the test. A few seasons back, 23 per cent of Kiwis admitted they were banking on a lotto win to fund their future. So we wanted to know… can it actually be done?
We kick this episode off with Reagan’s own adventure on The Chase, filmed in Sydney, where the adrenaline hit harder than the payout. You can watch the full episode here on TVNZ Plus.
Then we meet Liv from North Canterbury, winner of More FM’s Change Your Life prize: a year of mortgage, fuel, power, food, movies, and Uber Eats covered, plus coaching from enable.me to help her make the most of it.
Finally, we sit down with Gerald Trass, a Kiwi who won more than $10 million in Lotto. His candid take on pressure, planning, freedom, and the reality of sudden wealth is pure gold.
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Winston Peters: Why Kiwis Are Struggling Financially Right Now
Winston Peters sits down with Reagan for an honest, surprisingly personal conversation about money, poverty, hard work, saving, housing, KiwiSaver, business, wages, and why so many families feel squeezed.
From growing up in post-Depression Northland with 10 siblings, to working in blast furnaces and freezing works, the longtime politician explains how his upbringing shaped his views on financial discipline, responsibility, and what New Zealand needs to do to get ahead again.
He also gives rare insight into the country’s economic challenges, the failures of past governments, why wages need to rise, why KiwiSaver must evolve, and how NZ can rebuild wealth instead of just consuming it.
Where’s My Money? is brought to you by enable.me - helping Kiwis gets money fit.
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Unpacking Reagan’s Money Habits and Behaviours Behind Them
This week we’re going a bit deeper than dollars and debt. Reagan White sits down with self-leadership coach Sue Kohn-Taylor, to unpack something we don’t usually talk about out loud… why we are the way we are with money in the first place.
Sue challenges Reagan to look past budgets and spreadsheets and dig into the values, habits and human-need drivers that shape every choice we make. From the chase for significance, to the pull of variety, to the blurry end goals so many of us carry around, it’s all on the table.
It’s honest, a bit uncomfortable in places, and surprisingly relatable.
Find every episode and discover your next favourite podcast on the rova app or rova.nz.
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Reagan's Money Madness Revisited - From Panic to Progress
In this episode of Where's My Money?, host Reagan White updates his own mortgage journey, moving from survival mode to a structured “fresh start” plan with enable.me coach Shelly. Then, Reagan catches up with Rachel and Richie - a couple who, with the help of financial coaching, crushed debt and funded IVF.
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Al Brown - The Recipe Behind Kiwi Chef's Culinary Empire
This week, Where's My Money host Reagan White sits down with renowned chef and restaurateur Al Brown, to explore his journey from rural roots to culinary icon. Brown reflects on his upbringing, the creation of Logan Brown, Depot, Federal Deli, and Best Ugly Bagels. He emphasises authenticity, informality, and generosity as the heart of his brand. Brown shares insights into building strong teams, staying hands-on, and balancing creativity with commercial success.
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One man, one million dollars of debt, one podcast to find a way out. Join host Reagan White in his pursuit of financial security and freedom. Powered by enable.me
Instagram / Facebook / Tik Tok: @wheresmymoneynz
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Show links
Where's My Money? Linktree
New Zealand