I talk about traveling a lot. In fact, one of the biggest drivers for me to make money is so we can spend it on travel. What about you? Do you have any upcoming travel plans?

Stealing this from a Reddit post I saw this morning—what’s the best money you ever made from a one-off thing? Like flipping something, hitting a trend at the right time, taking advantage of a loophole? I’ve got three off the top of my head: 1. Got paid $800 to fill out a questionnaire and click buttons on a computer for an hour. Clinical trial at Johns Hopkins Medical Center in Baltimore, 2014. 2. Put $250 into a meme coin and flipped it for $2,000 the next morning. 2021. 3. Some of the Upwork gigs I had at the end of 2024 and beginning of 2025. First one that comes to mind is $1,000 for home page copy that took me 1.5 hours, but didn’t wind up turning into a long-term project…because the client got banned from Upwork. What about you?

Welcome to the inaugural post of Funny Money. What lies before us is a barren plot of land, but with diligent cultivation and a complete disregard for social norms, we shall shape this wasteland into a land of plenty. Let's keep this first one simple... What's currently the LEAST FUN aspect of your biz? None of these hit the mark? Drop a comment below and tell me what's got you down.

Quick quiz for you. Which of these license plates makes its respective state the most money, and why? You should be able to tell without looking up any revenue figures from state departments of transportation. Bonus Points: How can you use the same technique as the winning license plate in your business?

One of the things that drives me crazy is when someone emails me from a business domain, then I check their website, and it's not set up at all. It's a bad look. Even having a simple one-pager (which you can set up in an hour or two) is better than showing potential clients, partners or students an error page. Anyone here sending emails from a ghost domain? How come?