2025 tax filing thread

dust

Ars Legatus Legionis
19,078
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I need to find one or two more receipts and tally up some other expenses, but my CPA has all my other forms.

I am not looking forward to this tax bill. My brother and I inherited the family business last year when our dad passed and it basically doubled our incomes overnight. Neither of us paid any quarterlies because we had no idea what we were going to owe. I've been setting aside a third of every distribution but realized that may not be enough.

At least I have expenses and capital losses I can claim.
 
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ProphetM

Senator
29,164
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Maybe the game is lowest return without going under 0. Like modified “Price is Right” rules.

I think for the purposes of this lighthearted and totally inconsequential contest, closest to zero should be good enough, whether over or under.

One of the first years I filed taxes (as a young teen) I owed $0.25. It felt very silly.

Will they even let you pay/receive in less than whole dollars these days? At 50 cents you owe a dollar; at 49 cents you owe nothing.
 
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poochyena

Ars Scholae Palatinae
3,336
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A friend paid me $50 to help her with her tax return since she didn't know how to and business income/expenses can be complicated. Its 90% done, gonna finish up tomorrow. Gonna likely be about 3 hours of work total.
Guess I can add "tax professional" to my resume now.
Next I need to help her with her 2023 tax return 🙃
From what I understand, the IRS is happy as long as they eventually get their taxes. She'll maybe owe a fine or something maybe? But probably nothing too extreme? She'll likely owe under $3k, maybe under $2k.
 

Vince-RA

Ars Praefectus
5,067
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From what I understand, the IRS is happy as long as they eventually get their taxes. She'll maybe owe a fine or something maybe? But probably nothing too extreme? She'll likely owe under $3k, maybe under $2k.
There are penalties both for failing to file and failing to pay taxes due - https://www.forbes.com/advisor/taxes/penalty-for-late-filing/

Sounds like you can request an abatement if this is the first time, but given the rolling shitshow that is the federal government right now, I'd probably not get too excited about this possibility.
 
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SectorS9

Ars Centurion
375
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If personal returns are late and no tax is due - IRS does not care. I filed a 2010 - 2019 batch of returns for a gentlemen a few years back and since his withholding covered his tax each year, there was no penalty.

If personal returns are late and tax is due, the penalties and interest compound quickly, especially for larger balances due. The IRS will waive the penalties under first time abatement but the interest due on late taxes is statutory and will not be waived.
 
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Vince-RA

Ars Praefectus
5,067
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Got everything together except for the one stupid 1099-INT for ~$100 worth of CD interest that has been pushed back for a third time. I know exactly how much interest they paid me, how bad an idea is it to file my taxes without an official 1099? :) I don't really care about my side, but don't particularly want to run into any issues on the IRS side since they won't have that data either and may flag a mismatch, even if not in my favor.
 

SectorS9

Ars Centurion
375
Subscriptor++
Got everything together except for the one stupid 1099-INT for ~$100 worth of CD interest that has been pushed back for a third time. I know exactly how much interest they paid me, how bad an idea is it to file my taxes without an official 1099? :) I don't really care about my side, but don't particularly want to run into any issues on the IRS side since they won't have that data either and may flag a mismatch, even if not in my favor.
Go ahead and file. As long as you report the interest amount or higher, you are good. When we have clients missing a 1099-INT from a prior year, we will often suggest they just take prior year amount plus 10% or whatever if they tell us they didn't make any changes to account.
 
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thrillgore

Ars Tribunus Militum
2,912
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Everything is in HRB for me to file but there's one problem: The CO State Tax system is (or was) offline due to issues. UGH. I am actually getting a bit back from CO. TN has no income tax.

I am still wondering if there's a point in filing any taxes and supporting any government going to shit like this. I felt the same during the bank crisis two decades ago but I had to file (and it was mostly a gigantic 1099).
 

Backstop

Ars Legatus Legionis
32,886
Subscriptor
Did mine yesterday and owe several thousand. But I knew that was coming because when I took the death-stribution of my dad's retirement account I didn't have them withhold any taxes.

I'm sure this year will also be rough because we're selling his house in the next couple of months and I would guess that's taxable income too.

I also was thinking, hey screw this, the whole time because of how the government is going. Made me think of the early aughts when people would figure out the share of their taxes going to Operation Enduring Freedom and deduct it from their return.
 
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Vince-RA

Ars Praefectus
5,067
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Go ahead and file. As long as you report the interest amount or higher, you are good. When we have clients missing a 1099-INT from a prior year, we will often suggest they just take prior year amount plus 10% or whatever if they tell us they didn't make any changes to account.
Checked one last time before filing and lo, the 1099 was there! So I'm done, woohoo. Small refunds from both state and feds this year.
 
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SectorS9

Ars Centurion
375
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Did mine yesterday and owe several thousand. But I knew that was coming because when I took the death-stribution of my dad's retirement account I didn't have them withhold any taxes.

I'm sure this year will also be rough because we're selling his house in the next couple of months and I would guess that's taxable income too.

I also was thinking, hey screw this, the whole time because of how the government is going. Made me think of the early aughts when people would figure out the share of their taxes going to Operation Enduring Freedom and deduct it from their return.
If you are in the U.S., make sure you report the sale using stepped-up basis.

Example:
Grandpa buys house in 1965 for $10,000.
Grandpa dies in 2015, house is worth $250,000.
When Grandpa dies, his estate includes current value of $250k but pays no estate tax due to 12M lifetime exemption.
When Kid A inherits house, they get basis as fair market value of death, NOT the original cost basis. So if sold for 275k less commisions of 5k, you make 20k and pay 20% on that smaller profit.
 

Ulf

Ars Legatus Legionis
12,747
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I should have been doing itemized, and Turbo was not suggesting to me that I should not just accept the standard deduction.
You need to know and keep track of what can be itemized. It’s only worth it if you can get more back than the standard deduction.

I never have anything to itemize and my withholding isn’t enough so I always owe money to the fed. The only time I got an actual refund was when I could claim insurance from student loans.

(I owe $1700 this year. Meh.)
 

KT421

Ars Tribunus Angusticlavius
6,999
Subscriptor
I itemized for quite a few years even though it came to less than the standard deduction.

The reason was SALT deduction cap and living in a state with very high income taxes. By itemizing, my federal refund went down by several hundred, but my state refund increased by a thousand or so. In Maryland, you must make the same election of itemized/standard for the state that you made for the fed.

FreeTaxUSA made it very easy to toggle back and forth and make comparisons.
 
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leet

Ars Tribunus Militum
2,753
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I should have been doing itemized, and Turbo was not suggesting to me that I should not just accept the standard deduction.
Wow, that's a big miss. I always check, but since the change in tax laws about 10 years ago (higher standard deduction, cap on state/local/property tax deduction) I've never had to itemize. It's still useful for me because of state tax laws that allow some deductions that the feds don't.

edit: and this obviously varies by state! I'm allowed to submit a Schedule A to the state just for state tax purposes even though I take the standard deduction.
 

SectorS9

Ars Centurion
375
Subscriptor++
Pre-2017 TCJA (one of the worst pieces of tax legislation ever written), most people itemized. Uncapped state income tax, local income tax, property tax, ad valorem tax deductions, deductions for accountant fees, deduction for investment fees, other misc itemized deductions, plus the higher allowances for mortgage interest expense and the same charitable deduction limits.

After tax reform bill in 2017, you really had to have a large mortgage interest expense or large charitable donations to itemize after the state and local tax cap at 10k and the removal of all miscellanous itemized (accountant, investment, other).

People are still sending me ad valorem tag taxes after being told 7 years in a row to save their time.