Much of my experience may have been shaped by my experiences with Chicago. I vividly remember how painful it was to have to call them up every month in order to pay them. It was 2016, and I forget exactly what the reason was. But autopay was somehow sufficiently painful to set up that the path of least resistance was to set a reminder in my phone of "Pay taxes to city" and deal with sitting on hold.

If it sounds unbelievable, I don't blame you at all. I wouldn't have believed it myself until seeing just how Kafkaesque "dealing with the government" can be. Especially when penalties are involved.

For the rest of my family, it's a little awkward to find out. It's mostly on my wife's side; my father was always very fastidious about taxes, as most families of most HN readers probably are. I only wanted to point out that there's a large number of people where this isn't true.

I'll try to dig up direct answers for you. Thankfully most of this pain has been not-mine for many years now.