• Reader Questions: How Selective Should I Be?

    Reader Questions: How Selective Should I Be?

    A couple weeks ago I wrote a post about what I think single people in their thirties should do. A few people emailed my about it, and one reader named Jack asked some really good questions. Rather than reply to him directly, I asked if I could reply to his email as a blog post.…

  • The Upsides of Coronavirus

    The Upsides of Coronavirus

    I don’t usually write about current events because I don’t necessarily think that yet another semi-informed opinion floating around is of much value. This time the event is easily actionable on a personal level, though, and I’m personally doing what I can to make the best of the situation, so I figured I’d share. Before…

  • Dating Advice for Single People in Their 30s

    Dating Advice for Single People in Their 30s

    I have a surprising number of single friends who are in their 30s. I don’t think that this is a problem by any means, but I know that a lot of them don’t actually want to be single. I’m married and think that being married is pretty cool, but I could also see a great…

  • Financial Phases to Follow

    Financial Phases to Follow

    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…

  • What I Admire About My Friends

    What I Admire About My Friends

    As I always say, I really do believe that I have the best group of friends that a guy could ask for. I use friends as a shorthand, but I really mean it to include everyone who surrounds me, including my wife and my family. The people in my life are truly incredible, and a…

  • Shifting Gears

    Shifting Gears

    Living in an RV was one of the best things I could have possibly done for the eight or so years I did it. It allowed me freedom, both physical and financial, made it easy for me to travel, forced me to become minimalist, and taught me a lot. If I were still living in…

  • Things I Like about Things I Don’t Like

    Things I Like about Things I Don’t Like

    As I wrote (last week), it’s very easy to criticize problems, and it’s easy to categorize things as good or bad without any nuance. I think that it’s a lot more productive to recognize the good in everything and everyone, and so in that spirit I’d like to challenge myself to share some positive things…

  • Answers to Real Estate Questions

    Answers to Real Estate Questions

    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…

  • We Bought a Tokyo Apartment and I’m Done With Real Estate

    We Bought a Tokyo Apartment and I’m Done With Real Estate

    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…

  • Why I Don’t Predict Failure

    Why I Don’t Predict Failure

    If you spend time in San Francisco, you hear a lot of startup ideas. A few of them sound really cool, but a lot of them sound pretty dumb. I used to fall into the trap of criticizing them, without the founder present, because it was easy and fun. He thinks he’s going to rent…