I'm probably not typical, but I don't find Form 2210 or Schedule AI particularly complicated.



Also, if you are anywhere close, the penalties and interest aren't that much.

As said for some it is no big deal. For others it creates a deathly fear that is almost never needed unless filer was knowingly filing incorrectly. But another part is how far into the form you need to go. It has some challenges if you have to go completely through. But reality is many fear it.

I don't know if any one cares but my wife filed taxes a few weeks ago (certified CPA in Mass, has worked as Controller for several higher end biotech companies) and we were unable to file it under 'gambling winnings', which prevented us from filing 'gambling loses' due to the fact that Gate City had the form under 'additional income'......pretty frustrating tbh.


In the future does anyone know if I can ask Gate City to tax the high hand 'winnings' prior to giving them to me?

They can't tax it when giving it to you because all they can possibly do is "withhold" an estimate of what the tax owed might be. It still needs to be finalized when you file your taxes at the end of the year anyway.

1099G yes? If not then you'd have to ask them to issue a corrected 1099.

The issue could also be how they classify Promotional Awards per Gaming Regs and State Regs. While you do need to play poker to be eligible for a Promotional payout they may not classify the payment as earned via a 'gamble'.

The wife can find out for sure .. you've got 3 years to modify? Pretty sure .. GL

Another tax question: if a CPA files an extension on your behalf without your knowledge or request, are they then required or expected to inform you of that? And is the date of which the extension was filed on record (surely yes??)?

He can file it without your signature, and it really depends on the reason he filed it. If you owe money, you still have to send in what you estimate you owe by April 15th, even if you file an extension or you'll be charged penalties and interest (mafia protection money basically).

If this is your first year using him and he doesn't give you a valid explanation (such as is he waiting for additional documents or money from you at all) I would find someone else next time he should of sent you either a filing receipt or let you know the extension was filed.

The date is on record all you have to do is look it up online through the IRS website under "check filing status".

Thanks a lot. If it was actually an oversight and the extension wasn't filed until weeks after April 15, what are the implications of that?

if you're owed a refund, then there is no issue at all.

if you owe money, they can charge you a penalty and interest on the amount owed. this is true whether or not the extension was filed on time - you still need to pay an estimate of the amount you owe by tax day.

Thanks as I was just thinking there was something draconian about having not either filed or filed for an extension by April 15. Like it would make me a non-filer status or something. You an accountant??

No.

There is indeed a late filing penalty if you owe. It gets bigger the later you file.

If you haven't filed for an extension yet, file for one now. You get 6 months just by asking. Pay your best guess at any taxes owed now to avoid penalties and interest on it as much as possible.

https://www.irs.gov/pub/irs-news/fs-08-12.pdf

Also for the log I'm also not an accountant or an attorney or a doctor (just smarter than 99% of most of them not to offend anyone or anything) but if your accountant is telling your "oh it was just an oversight" you should really find a new one because little oversights can also cost you thousands of dollars if not more (hopefully it wasn't a family member trying to do you a favor, if that was the case there are plenty of tax filing services where you can do it yourself online by answering tons of questions and hitting submit at the end. It's far from rocket science).