I'm doing out taxes myself this year. It's not too bad with
Free File Fillable Forms (very weird name choice, IRS) and a copy of last year's tax return (which was done by an accountant). The last year's return is critical for giving you an idea of the general proper shape of things so you know if you're off course or not. It's probably not worth your time if you're working full-time, but if you're currently underemployed like me, might as well. You get to understand why the accountants and tax applications are asking for what they ask for.
It is sort of a nice task that it's generally not too taxing (ha!), so you can listen to podcasts while you do it. It does get dramatic sometimes, though.
Usually, I do one supplementary form a day, but I actually got through way more of it than usual and am basically done. The other day, I thought I underestimated taxes for this year by quite a bit but today, I thought that filling out a certain schedule could get it back down to what I expected. After following a chain of forms that referred to each other, I unlocked the self-employment deduction, dropped down a tax bracket, and now my estimate is only off by a non-upsetting amount.
Oddly, it felt like suddenly flipping through a lot of pages of a book that was boring for the first two thirds.