Tag: Travel

It’s no secret that I absolutely love cruising. Every year I organize a few cruises and try to get as many of my friends as possible to join me. The only limit I have on how many days per year I spend at sea is how many days I can convince friends to cruise with… Continue reading How to Get Maximum Enjoyment From Cruises

I don’t really consider myself to be a foodie, but the food in Hilo is SO good that it’s one of the things I most look forward to every time I visit. I’ve been to the major Hawaiian islands and have had great food on all of them, but Hilo is definitely in a league… Continue reading The Best Food in Hilo, Hawaii

Everyone always asks me for more posts about buying property with friends, but I never really knew what they wanted to know. Last week on my new YouTube Live show, Tea Time with Tynan, I asked people for their questions about buying property with friends. People asked some great questions, so I figured I’d collect… Continue reading What You Need to Know About Buying Properties with Friends

When I talk about buying properties with friends (we’ve bought an island, a flat in Budapest, an apartment in Tokyo, and an apartment in Hawaii), some people get it immediately. Others don’t get the point, quickly do the math and realize that they’d save money and hassle if they just stuck with Airbnbs. It’s hard… Continue reading Why I Love Buying Properties With Friends

I like writing about things that I used to be terrible at but am now good at, because I can be sure that those things could be learned by anyone. In the past I was unable to stick to anything. I went through various phases of convincing myself it didn’t matter and accepting that I… Continue reading How to Stick to a Project

This year’s gear post isn’t all that different from last year’s (can you guess why?) but there are enough new cool things that I think it’s worth doing one. Hopefully travel becomes a little more normal in 2021 and I have the opportunity to test out some more gear. Wool and Prince Button Down I’ve… Continue reading Gear Post 2021

As far as I can tell, money has two valid uses: stability and utility. It has a lot of other uses as well, like signaling and scorekeeping, but these are poor uses of money and focusing on them will reduce your ability to use money for better uses. Most people do a fairly poor job… Continue reading Stability and Utility

Since my last blog post I traveled internationally for the first time in almost seven months. That period of time represents the longest time I’ve stayed in one country since 2008, I think. It was a weird experience for a number of reasons and made me reflect a lot on travel and being stationary. In… Continue reading My First International Trip in 7 Months

Common knowledge says that buying a boat is a pretty dumb financial thing to do, and yet I find myself on the precipice of buying one. I’m in a familiar holding pattern where I haven’t actually made any committment to doing something, but I also realize I’ve done enough research to know I’m probably going… Continue reading My Thought Process on Buying a Boat + Aftermath

For the past three years I’ve been actively searching for an apartment in Tokyo for my friends and I to buy. It was by far the most difficult city in which to find a suitable apartment, and even up until I got the notification a few minutes ago, I wasn’t entirely sure that it would… Continue reading We Bought a Tokyo Apartment and I’m Done With Real Estate