Jennifer first emailed me in early 2023 after listening to all my podcasts. She knew I was a big advocate for parents teaching kids to invest and had a few questions, including one detail that really caught my attention. Her then 17 and 19-year-old children didn’t know they had a small amount of money coming their way at 25. She wanted to keep it secret, plus they had zero interest in investing. That sparked an ongoing email exchange, and nearly three years later, we’re here, with Jennifer finally agreeing to share a much deeper financial story than she first intended. She genuinely thought she was the only one in her position, struggling to make ends meet, trying to get out of debt, and managing a solo financial journey within a happy marriage. This episode is a frank look at how so many couples who think about money very differently are actually dealing with it today, and why her experience is far more normal than she realised. I know there will be people listening who see themselves in her story and come away with reassurance, clarity, and a sense of what’s possible.

Today I’m sharing the story of Steve and Sarah, a UK couple who, many years ago, packed up their lives, moved to Aotearoa, and built a really solid financial life together. From the get-go, they’ve been a great team with money: well-educated, curious, hard-working, and brave enough to take big leaps when the chance came along. Over the years, they’ve invested in property, shares, and themselves, learning plenty along the way. Like many of us, they’ve had a few financial detours, several property disasters, but their long-term habit of saving and investing has quietly set them up for a strong and flexible future as they approach retirement in their late 50s. This conversation is full of insights from Steve’s engineer’s brain, the steady teamwork he and Sarah share, and the real-life curveballs that have made them rethink what matters most. It’s an honest, practical story about the power of keeping things simple, staying curious, and building the kind of financial life that lets you enjoy today, while still planning for tomorrow. Whenever I pick up the phone for a kōrero with someone like Steve, I know I’m in for a detailed chat, and he didn’t disappoint, and I’m sure that those listening will be able to pull out little nuggets of wisdom from the information he shared.

Maria and Michelle were late financial bloomers who only really got started in their 50s. Now 71 and 69, they’ve paid off their mortgage and student loan, invested in the sharemarket, built up $1,000,000 in savings and investments, and receive NZ Super and a US pension. Through hard work, investing as much of their income as they possibly could, and carefully tracking and measuring their progress, they went from feeling anxious about retirement to completely calm about it. For Maria, money had always meant security, yet for a variety of reasons, she kept making poor financial decisions throughout much of her adult life. She knew what to do, save, invest, be sensible, but never quite managed to pull it all together. Moving from the US to New Zealand at age 50, however, felt like pressing a giant reset button. She’d always invested in her education, and she brought that knowledge with her. Soon after, she met her partner Michelle, who was equally qualified but also late to the financial party. Together, they realised they were well set up to succeed if they put in the effort. And so, they did. They’re a textbook example of starting right where you are, no matter your age. And I have to say, this was one of the most enjoyable conversations I’ve had in a long time.

This week, I’m sharing the story of Rachel, a 90s kid from Timaru. Rachel is the youngest of four, with three brothers, and a ten year gap between her and her oldest brother, and they all grew up with a stay at home mum and a Dad who always took any and every job he could to provide for their family. Although Rachel just assumed that hers might be a standard life plan of go to school, complete some tertiary study at some point, get a full-time job and work your way up the career ladder, she has ended up veering off on a path entirely of her own making. Aged 32, she now works where and when she wants to and is not afraid to work full-time or not at all. She’s created a financial cushion for herself, which is smaller than you might expect, but it's plenty enough for her. This is coupled with a large and supportive family and community, meaning she gets to go out and be herself, knowing she’s never alone. I reckon that Rachel’s story is one of resilience, adaptability, and crafting a life that balances work, faith, community, and financial independence on her own terms, and she is genuinely happy and content with where she has been and where she is yet to go.

In today’s episode, I spoke with Marian, who in turn spoke on behalf of herself and her husband, Jon. Originally from the Netherlands and now based in New Zealand, they’re in the middle of a big transition, preparing to sell their home in the greater Wellington region and move down to Canterbury as they edge closer to semi-retirement. It’s a big transition in many ways, but moving location is something this couple have regularly done throughout their lives, and Marian in particular enjoys the whole process of heading off to live in a new house and discover a new area. Today’s episode gave me a fascinating insight into growing up and working in the Netherlands, and how and why a couple would want to give all of that up to move to New Zealand. Born savers, these two have always had their eye on their wallet, and that simple habit, of living on less than you make, has certainly been a big part of their success today. But forays into using a financial advisor and investing in rental property didn’t serve them well when they tried to take that next step into investing. It was really only when they stepped back and decided to educate themselves and manage their own index fund investments that they got off the side roads and onto the freeway to financial independence. Now, with a move to Te Waipounamu ahead and the ability to step back from full-time work, Marian and Jon are at an exciting stage of life, still aiming to reach their financial goals, but with the freedom to shape what the future looks like.

Today’s guest, Gail, has been on quite the financial trip and she’s still very much on it. Back in 2019, at age 41, she experienced a wake-up call. She found herself with plenty on her plate: a failing business, an income of just $25,000, no savings, no emergency fund, drawing down on her mortgage to pay the mortgage, mounting IRD debt, $4,000 on the credit card, and using buy now, pay later just to cover the basics in life. After listing down her not insignificant problems, she asked herself how on earth she could get out of this mess. But, at that stage, no ideas were forthcoming other than finding a new husband, getting back together with the old one, or winning the lottery. Ultimately, she realised that she was the solution to her own problems. As you’ve heard from many guests on this podcast, a bit of knowledge and time can make all the difference. Today, aged 47, Gail’s got a plan. And that is to put the past behind her, build her future and retire by the age of 53. Her financial situation is so common, and by sharing her story, she’s not only showing how far she’s come, but also helping others believe they can turn things around too. In fact, Gail credits this very podcast as one of the sparks that got her started on this journey. She told me, “I never would have thought it possible if I hadn’t heard of other people doing it, and just hearing the variety of ways that people have made their situation better was a huge help to me.”

This week's podcast is all about 51-year-old Julian. We picked up the phone for a good old kōrero in late June 2025. Let’s just say, if talking were an Olympic sport, Julian and I would tie for first place. Late in 2023, useful financial resources started appearing on his radar, not that he tuned into them fully, but they set him on a journey. From there, he began his financial U-turn, which led him to The Happy Saver and all the inspiring stories I’ve shared. He discovered The Barefoot Investor, Rebel Finance School, Mr. Money Mustache, and the world of financial security and independence in general. In this way, he feels that as a late starter, he has found a community that values discussing money. And although he still has a way to go, and he’s easily distracted, he’s feeling increasingly confident with the financial scaffolding he has begun to put in place. He’s got 14 years to go before his 65th birthday and, if he can keep himself on track (something that doesn’t come easily to him), he’s setting himself up for success.

In today’s episode, you’ll hear from an awesome couple, Kate and Taka, aged 33 and 34, who are doing life and money a little differently, and doing it well. From the moment we started talking, I could tell they’d put a lot of thought into not just their finances, but how they want to live. Over the past few years, they’ve made some bold, intentional choices: moving south, stepping back from full-time work to each working just two days a week, and prioritising time with their three young kids. It’s not the typical path, but it’s one they’ve carved out thoughtfully and intentionally. And mathematically. We chat about how they’ve managed to build a life that gives them both freedom and stability by sticking with frugal habits from their student days, questioning whether more work really means more money, and making financial decisions as a true team. Taka’s a fan of the numbers, Kate brings the big-picture perspective, and together they’ve found a rhythm that works. This episode is packed with practical tips, honest insights, and a refreshing example of what it looks like to live by design, not by default.

This is a revisit episode, I enjoy doing these because I like you wonder, “Whatever happened to…?” I last spoke with Hamish in 2021, Episode 50, An Investor With Military Precision, back when he was a 27-year-old solo homeowner and disciplined saver working in the New Zealand military. Fast-forward four years, and life has changed: he’s now 31, married to Sophie, and the two of them are navigating homeownership, investing, and future planning as a team. It’s clear from talking to Hamish that theirs is a partnership built on communication, respect, and shared goals. With two minds on the case, they’re refining their investment strategy, slowly shifting from property-heavy assets toward a simpler, more diversified approach, while still living a good life with their growing whānau.

This episode revisits my August 2022 conversation with Neil in Episode 69, A Financially Complicated Breakup. Now 52, Neil has lived in New Zealand for 20 years, working in IT since moving from the UK in 2005. He retained his UK property as a rental and began learning about personal finance around 2006. When KiwiSaver started in 2007, he joined up, and by our first chat, his KiwiSaver had grown to $200,000. After a previous long-term relationship ended with a fair asset split, Neil began to invest more and more in a range of ETF funds. A new relationship followed, and he became a father, but without a relationship property agreement in place, the eventual breakup led to a bitter legal dispute over money. Hearing his story offered a valuable male perspective on something I more often hear from women: lengthy, painful separations marked by financial and emotional strain. Often, there’s already a financial imbalance, which becomes even more difficult when children are involved and time off work affects a woman’s earning power. While I’m mindful this is only Neil’s side of the story, I’m pleased to share that this challenging chapter ultimately ended well, and I hope the details provide insight and hope to others navigating similar situations.

In this episode, I chat with Tracey, a long-time reader and listener of The Happy Saver who first came on my radar through her detailed Debt Free Questionnaire in 2022. Tracey and her husband have reached what's known as Coast FI—meaning they already have enough money invested that, even if they never added another dollar to their investments, by the time they reach 65, it will have grown to their required amount. This gives them the flexibility to reduce their working hours in their self-employed HR roles if they choose. We dig into how Tracey got herself to this point and where she plans to take it from here. It’s an interesting episode, with quite a bit of complexity, but I think it’s a fascinating one, as this couple have independently and collectively created a lot of options for themselves. Tracey said she has had a “lumpy” journey, and that “there is no need to go anywhere in a straight line.” The key for her is that she is making progress. She is a firm believer in setting up an investment, making regular contributions to it, but not being afraid to make changes and do things differently as you continue to research and learn new information.