A Sense of Perspective: The Time I Received Five Marriage Proposals in One Day

The Time I Received Five Marriage Proposals in One Afternoon

That fateful afternoon in the slums of Jakarta is seared into my memory forever. No ego-boost here – just people desperate to escape from grinding poverty. Travel is a uniquely powerful way of broadening your perspective, but talk is cheap. No amount of sanctimonious think-pieces and gratitude journaling will put food in hungry bellies. The good news is, we have an amazing opportunity to actually do something…

The best things in life are free essay cover image

The Best Things in Life Really Are Free

In my former life, I enjoyed a great deal of schmoozing. There were many long lunches at fine restaurants, champagne in business class served by the CEO of the airline, and corporate boxes at the sportsball. I’ve also spent weeks barely moving my carcass from a tropical island hammock except to skin up a joint or get another bottle of wine. I would be lying if I denied that all of these things are tremendous fun. On the other hand, they don’t tend to lead to much lasting satisfaction, losing their flavour as quickly as an over-chewed piece of gum. The best things in life really are free…

Reader Case Study: The 24 Year Old Millionaire

Reader Case Study: The 24 Year Old Millionaire

After I published my ‘coming out’ essay on the benefits of the frugal life, I got a message from an old school mate who’d been quietly following a similar path. While I was chuffed with hitting six figures by age 25, he totally blew me out of the water. Having successfully tapped into the property boom in our home city of Auckland, he’d managed to become a millionaire at the tender age of 24! Here’s how he did it…

The Worst Investment Ever: How I Lost $10,000 Catching a Falling Knife

The Worst Investment Ever: How I Lost $10,000 Catching a Falling Knife

It’s pretty embarrassing to air this story in public, but it’s for a good enough cause that I’ve decided to bite the bullet. Back in 2015, I was still picking individual stocks, and doing pretty well for myself. I probably thought I was hot shit. That is, before I made a series of really dumb mistakes which cost me US$10,000.

I would have reached my six figures savings goal much faster if I hadn’t screwed up, but I didn’t lose any sleep over the whole mess. In fact, I’m actually kind of glad it happened. I might be a slow learner, but hopefully you can wise up sooner than I did…

The 4 Hour Work Week Review: How Tim Ferriss Created a Monster

Living The 4 Hour Work Week (How Tim Ferriss Created a Monster)

After re-reading the 4-Hour Work Week, I finally understand the undercurrent of self-loathing in the digital nomad community. . Tim Ferriss’ seminal handbook on lifestyle design just turned 10 years old. While some ideas have stood the test of time, other parts have gone a bit rotten…

The Barbell Strategy: How Not to Be a Starving Artist

The chances of making it big as an artist, writer, or entrepreneur are vanishingly small. However, there is one way to not only give yourself the best shot possible at succeeding, but avoid a bone-crunching existential crisis if things don’t go according to plan.

Cheap Chiang Mai: Frugal living guide and spending breakdown

Chiang Mai on the Cheap: Living on Less Than $500 a Month

The first time I visited Thailand, I couldn’t get over how cheap Chiang Mai was. In my Day in the Life post, I guesstimated my monthly expenses might come in as low as ~US$500, and committed to tracking every last baht to find out the actual figure. Finally, the deed is done! After spending a cumulative six months in this city across three separate visits, I’ve crunched the numbers on all my spending. What follows is a full breakdown of costs across every category, including all the strategies I’ve used to save money.

Use The Force to Win At Investing: Lessons From a Billionaire

How a Billionaire Fund Manager Taught Me to Invest Using the Force

Star Wars fans come in all shapes and sizes. Sometimes they look like scruffy, twenty-something writers from a small island on the arse-end of the world. Other times they look like besuited, seventy-year-old billionaire fund managers from the American mid-west. David Booth is co-founder of Dimensional Fund Advisors, which manages about $445 billion of investor cash. I didn’t get to ask him to weigh in on the Han vs Greedo controversy, but our conversation was still among the most life-changing I’ve ever had.

Becoming an investor: An animated guide for beginners

How to Become an Investor: An Animated Guide for Beginners

If you’ve hitched your wagon to the Deep Dish caravan, you’ve got a big problem on your hands: A bunch of small but powerful lifestyle tweaks have unleashed a tsunami of savings and filled your pockets with cash. What to do with all that lovely money? Getting started with investing is easy, and anyone can do it! Come join our hero Jimmy on his epic animated adventure from total noob to investing badass.

Open Your Eyes With Net Worth Tracking: The Number One Metric for Financial Success

Net Worth Tracking: The No-Bullshit Metric For Financial Success (Free Spreadsheet)

The definition of net worth is simple: It’s everything you own, minus everything you owe. This number strips away the preening, the posturing, and the peacocking, laying bare your real money situation. There’s nowhere to hide. Growing your net worth over time – by reducing debt and building up assets – is the only meaningful definition of financial success. Here’s how to do it.

Slash your spending and unleash a cash tsunami image

100+ Money Saving Tips to Slash Your Spending

These are the exact strategies I used to save $100,000 by age 25 – with a few bonus extras thrown in for good measure. Over the years, I’ve written more than 300 columns and feature articles about money. Now I’ve crunched all that research down into a summary of the very best saving tips, which will help you free up a tidal wave of cash…

An empty pier stretches into cool blue water on a blazing hot day.

How to Save $100,000 by Age 25

For the first time in my life, I have absolute freedom to only pursue the things that interest me. The last two decades have been an uninterrupted freight train of schooling and work, so it’s a pretty surreal feeling. There are moments of pure elation, and even the occasional faint trace of guilt. Did I cheat, somehow? Surely it can’t be this easy? I’m waiting for a giant skyhook to descend from the heavens and hoist me up by the seat of my elephant pants, violently jerking me back into reality. It wasn’t until 2013 that I even twigged this was an option…