Dean, 41, holds four rentals and has shifted from paying down debt to growing net worth and enjoying family life now.
Yes. He bought a two-bedroom, two-bathroom townhouse for about 550 with a year to settle and a two-year guarantee at a 6% yield. He accepts he may struggle to get 6% when it ends, but three years of breathing room was the win.
Answered around 2:45Dean still aims to save $1,000 a week, but some now goes into a managed fund instead of the mortgage. The hosts note a saved dollar raises net worth either way, and a fund can return more and stays liquid, so a rental need not be sold in an emergency.
Answered around 6:07He prefers to hold the four he has and diversify a little into a managed fund, living more in the here and now with his three kids rather than saving every dollar, even upgrading the family home as more of a want than a necessity.
Answered around 4:25The Dunedin property bought at the peak in late 2021 or 2022 would lose about 100K if sold today. He is topping it up rather than crystallising the loss, and he quietly listed an older apartment but would not drop his price, so he is holding it.
Answered around 14:09He would seek professional advice earlier. He says he fumbled along and could have structured things better for tax, and he knows he should have split banks but has not, remaining a standard mum and dad investor.
Answered around 16:47“I've sort of become quite okay with large numbers of debt over the last week.”
“there's certain people that be light at the end of the tunnel or you just add another tunnel.”
“And it's like, there's no finish line. So let's peg it back a bit and just enjoy the now.”
“just taking the handbrake off slightly but not rolling down the hill”
“if I tried to sell that tomorrow, I'd lose 100K on that property”
“I've just been a sort of standard mum and dad investor, I suppose.”
“Dean's Investment Journey and Mindset Shift.” https://d3ctxlq1ktw2nl.cloudfront.net/staging/2026-6-23/667f2f85-3f14-c29d-a525-25e67e203bf2.mp3. Transcript summary by WhipScribe, https://whipscribe.com/transcript-pages/dean-s-investment-journey-and-mindset-shift.html.