Jason Truesdell : Pursuing My Passions

A life in flux. Soon to be immigrant to Japan. Recently migrated this blog from another platform after many years of neglect (about March 6, 2017). Sorry for the styling and functionality potholes; I am working on cleaning things up and making it usable again.

Tax season


Yesterday, I was pleasantly surprised that my taxes went a little more quickly this year than last year… I guess I understood the stuff a little better. The business schedule is fairly tedious, and the instructions are rather bewildering to parse, but somehow I figured it out.

However, I’m pretty sure that next year I’ll need a real accountant. The list of numbers to keep track of is just getting too long.

I face a lot of buy-vs.-build or pay-for-help vs. do-it-yourself decisions for which the correct answer is not entirely obvious… in theory, I should pay for help for things that are not part of my core business, but I sometimes feel tempted to do it myself when I have the skills. For example, I’m not running a technology company but I frequently debate with myself whether I should pay for someone else to do my web design and storefront work, and often find myself doing it because it’s not that difficult for me to understand, even if it can be terribly time consuming.

But I think that I don’t have much of an excuse for doing my taxes myself. I can’t possibly keep track of all of the rules and exceptions related to preparing taxes, and I don’t have much to gain from doing it myself except for moderate cost savings. Yet I’ve hung on to the habit of handling the work on my own… Am I stubborn, foolish, or something else?