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…

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…

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…

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…

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…

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…

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…

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…

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…

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…