Tag: Money

I live in two “bad” neighborhoods. One is my apartment in Vegas, and the other is our shared apartment in Hawaii. The way I’d define both areas is that they’re among the cheapest housing in their respective cities, and they’re bad enough that when an Uber driver understands where you are going, they feel comfortable…

A friend asked me if I had any rules for investing, not necessarily in stocks but in other things, and I said that I didn’t have hard and fast rules, but thought about it more in terms of principles. What are those principles, she asked? Well… I didn’t quite have an answer ready. I’ve thought…

Partially because of my previous two posts about managing your finances like a billionaire and because of the obvious impact of of coronavirus on CruiseSheet, I’ve gotten a lot of emails recently around money and finance. I realized that there’s one missing piece that I may not have talked about much before, but which may…

These past couple weeks represent the biggest shift in my understanding of personal finance in many years, maybe even decades. Things that never made much sense to me (and which I dismissed as foolish) now make a lot of sense, and my own plan for how I manage my finances has changed drastically. I also…

Beginning around high school, one of my major core values was paying the least possible amount for everything. I was always trying to figure out how to get things for massive discounts or to orchestrate some complex trade so that I got whatever I wanted for free in the end. I got so good at…

Feedback I get often is that I do a lot of crazy things that are really fun, but that they aren’t practical for normal people. I understand where this comes from. I marvel almost every day at how very good my life is, and how if I didn’t already have it, it would seem unattainable.…

The normal financial path that’s prescribed by our society is to get out of school, get a job, and then start making money and keep making as much money as you can until you retire. That works for some people, but it also leaves a lot of people unsatisfied and feeling trapped within the rat…

Last week I posted about buying our fifth group property, an apartment in Tokyo. I got more emails and messages about this post than any in recent history, and people asked a lot of good questions, so rather than address them individually I will answer them all in a blog post. It’s also worth mentioning…

The common view of luxury, consisting of fancy hotels, expensive clothing, and jewelry is an odd one to me. Those things are luxurious in that they are certainly not necessities, but it often doesn’t seem like they are doing the person indulging in them much good. On the other hand, with a little bit of…

For about three years I worked really hard on a startup called Sett. It’s a blogging platform that did a lot of things very different, and, in fact, is still the blogging platform that my blog runs on because I’m totally unwilling to give up the features that I’ve gotten used to. At the same…