I have always done our taxes, starting with paper forms way back when and now doing them with an online tax site. Our are very simple, W-2, 1099-R, 1099-INT. This year many of us will get friendly with the new forms for ACA subsidy reconciliation. Nothing I can't handle. When I've had questions I know where to look and learn.
I worked for H&R Block for a few years where I learned how much I did not know but where to go to find answers.
I also do our younger son's taxes. He is self employed as a freelance audio engineer and all his income is 1099s. He's gotten quite good at keeping track of his business expenses and mileage and he is diligent about his estimated payments. He asked me to help him with Obamacare enrollment last month and the sticking point for him is that his income is so uneven that it's hard to estimate annual income.
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Since I have always enjoyed this type of thing I do a spreadsheet in the fall to get a guesstimate of where we are tax wise for the year. We have not itemized in many years (no mortgage interest, low real estate taxes) so it's been fairly simple.
For the past few years I have been helping my elderly Dad with his finances. He has used the same accountant for a long time so I prepare all the info for him to send to his accountant. It seems silly to pay for this, I'm doing all the prep work, but I would not expect my Dad to change after all these years.