Perhaps more of a general rant, but read on for mostly tax hilarity!
I remember reading a few weeks ago how people already had their taxes filed. I've been carefully tracking everything as it came in. I *thought* had it all a few days ago (as we had paperwork that matched everything we knew about, comparing last year +/- this years changes), so we sent out the taxes to my tax professional (a relative that does them for no charge). Now, yet another 1099 rolls in (from Vanguard)! Some brokerage account thing that we've not had in previous years (and neither one of us are aware of any changes we made that could cause this new mystery account to appear). Called up Vanguard late in the day and they weren't very clear on exactly what it is and it didn't get resolved on the first call. So, my wife and the tax person are going to fight it out with Vanguard next week to try and figure out where this came from and why we haven't had it before. The thing of note is that Vanguard said that taxes should not be filed before April as they (Vanguard) have up until March 31st to send out 1099s! Apparently getting unexpected 1099s really late in the season is a "thing" now?
And just to make this tax season more amusing, the bank that outsourced her job to India about 2 years ago also managed to deposit money this year into her (closed) 401K account with them that she rolled over 2 years ago. Got that statement in the mail about the same time as the "late" info from Vanguard. How on Earth does a bank deposit funds into an account that's been closed for a couple years of an ex-employee? She gets a statement about it, but it's closed, so she can't do even anything about it directly. That's probably going to be another multi-hour phone battle to get them to fix their system... Sigh.
Makes my problems from last year look downright trivial (last year we were into April before I got my last W2 because all the info was digital and the accountant with access went AWOL). Man do I HATE tax season!
On the plus side, my HSA account (new this year) finally got fixed. For the first month I had it, the funds that were supposed to go into it were just disappearing (came out of my pay, but never appeared in the HSA account). Eventually the bank "found" them and got them into my account. At least those numbers match now so I should be OK for next year's taxes, and luckily I didn't need to spend any money on healthcare in January...