Budgeting & Savings

Back on June 30, I published Summer YOLO Fund: Permission To Spend, giving myself explicit written permission to blow through $40,000 in Honolulu this summer. The $40,000 was originally earmarked for investments in private startups after attending YC demo day. However, I wasn’t able to invest in companies I wanted, whether due to valuations or the

One of the greatest ironies in personal finance is that the people with the most money sometimes live the most uncomfortably. After spending another summer in Honolulu with my parents, I’ve been thinking hard about why. This post is a love letter to frugal parents everywhere. It’s also a nudge for all of us adult

In anticipation of investing in some YC Demo Day startups, I transferred $50,000 from my Fidelity brokerage account to my Citibank checking account. This was right after I’d already wired $56,100 to meet a capital call for a new traditional venture capital fund I committed to. In a previous post, I wrote about the difficulty of committing

Earlier this year, I decided to give up cable to simplify my life and save $120 a month. I don’t watch much TV, and when I do, it’s sports. But with so little time, I watch the condensed 10-minute highlights on YouTube for free. Around the same time, I decided not to renew my Bay

We all know that panicking is one of the ways investors lose money. Panic selling during the 2008–2009 global financial crisis may have put some investors into the permanent underclass. Not only did they lose money, they weren’t able to benefit from the incredible recovery since. Panicking during the March 2020 lockdowns caused many people

Due to the U.S. and Israel’s bombing of Iran, oil prices temporarily shot up to $120 per barrel (WTI crude). If the Strait of Hormuz gets completely shut down, perhaps oil prices might go to $150+ a barrel. This would create a tremendous tax on consumers everywhere. With yet another increase in a core living expense,

After three consecutive years of double-digit returns in the S&P 500 since 2023, I decided to cut cable. The reason was simple: I’m conditioning myself to prepare for hard times by not only reducing expenses, but also freeing up time to focus. Yeah, I know. Here in America, when you make a lot of money,

After two years of living in a larger house and cleaning it ourselves, we’ve finally come to a point where we’d like to consider hiring cleaners. As a frugal person, I feel bad hiring people to do things I can do myself, especially since I don’t have a job. Therefore, I’ve always done my own

If time is truly more precious than money, then spending money to buy back your time is the wisest trade of all. Here’s an example of overcoming my frugality to live a better life. Perhaps one of the main reasons I initially didn’t want to go on a family vacation to LegoLand and SeaWorld was

What if one of the best ways to get wealthy is to trick yourself into thinking you’re poor? It sounds counterintuitive, even ridiculous. But after decades of saving, investing, and observing how people behave around money, I’ve realized one thing: abundance often breeds complacency. When you feel flush, you spend more, work less, and get