Advanced Investing: The Barbell Strategy for Investing

Advanced Investing: The Barbell Strategy for Bastards

Marry an accountant, but have occasional flings with rock stars. Lift very heavy weights for a few repetitions, then do lots of low-impact cardio. Work a secure and boring job, while pursuing highly speculative ventures on the side.
The common thread running through all these ideas is called the ‘Barbell Strategy’, and it’s useful for all sorts of big decisions – from your career and work, to health and fitness, and of course, your investment portfolio…

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.

Throw away your television, take the noose off your ambition, reinvent your intuition - now.

Throw Away Your Television

The only thing more banal than rappers spitting rhymes about their new 50” plasma screen is smug hipsters who won’t shut up about the fact that they don’t even own a TV, man. I apologise in advance for the sanctimony you are about to receive. Like so many clichés, if you dig deep enough, there’s a lustrous pearl of truth nestled amongst the old shellfish guts. So, here goes: I haven’t ‘watched TV’, in the conventional sense, for about five years…

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.