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I've worked as a tax preparer and here's something people don't realize: the IRS is actually pretty reasonable about payment plans. The key is communication! They'd much rather have you filing and paying something than avoiding them completely. One thing to consider - if your income has changed significantly, you might qualify for an Offer in Compromise where you pay less than the full amount. It's not easy to qualify, but worth looking into if you're truly in financial hardship. Whatever you do, don't use those "pennies on the dollar" tax resolution companies you see advertising on TV. They charge thousands upfront and often deliver nothing.
Thanks for this advice. My income has actually decreased quite a bit since 2022 (lost my higher paying job). Would that potentially help me qualify for an Offer in Compromise? And is that something I can apply for myself or do I need a professional?
Yes, a significant decrease in income could definitely help qualify you for an Offer in Compromise. The IRS looks at your current income, expenses, asset equity, and future earning potential to determine if you can reasonably pay the full amount owed. You can absolutely apply yourself using Form 656, though it's a complex process requiring detailed financial documentation. There's a $205 application fee, but it's waived if you meet low-income certification guidelines. If you decide to go this route, be extremely thorough with your financial information. The IRS rejects most offers that are incomplete or don't accurately reflect your ability to pay. There are good resources on the IRS website to help you through the process if you want to try it yourself.
I dunno if this helps but I didn't file for like 4 years and then got hit with a huge bill. I just called the IRS and said I can't pay it all and they put me on a payment plan for like $120/month. Super easy. Just file ur returns and call them.
One thing nobody's mentioned yet - make sure you keep documentation about your mom living there all these years. The IRS might question why you're selling a property that wasn't your primary residence but also wasn't a rental property. Utility bills in her name, mail addressed to her at that address, her driver's license showing that address, etc. would all help establish that she was the actual resident even though you were the owner. You should definitely keep these records with your tax documents.
Would this documentation help reduce any tax liability though? Or is it just to explain the unusual situation if questioned?
It's primarily to explain the unusual situation if questioned during an audit. The documentation itself won't reduce your tax liability, as the property will still be treated as a non-primary residence for capital gains purposes. However, having this documentation ready could prevent potential complications if the IRS questions why you owned a property that wasn't your primary residence but also wasn't generating rental income. Without proper explanation, they might incorrectly assume it was an unreported rental property, which could trigger a more extensive audit.
Don't forget to check if your state has any different rules about this kind of property sale! Federal is one thing but some states have their own wrinkles. In NY where I am, there were additional forms needed for non-primary residence sales that my accountant almost missed.
Good point! In California we have totally different rules for property tax reassessments when property transfers between family members. The fed and state systems barely talk to each other.
One thing nobody mentioned - check your last paystub of the year and compare the YTD 401k contribution total with what's on your W-2 in Box 12 with code D. They should match. If not, your employer might have made an error. My company somehow transposed numbers in my 401k contribution amount one year and it caused a huge headache at tax time. Better to catch it early!
Is there a deadline for when employers have to fix W-2 errors? My company is notoriously slow with correcting payroll issues and I'm worried if something's wrong with my 401k reporting, they'll take forever to fix it.
Employers are supposed to issue corrected W-2s (W-2c) as soon as they discover errors, but there's no strict deadline specifically for corrections. However, if you find an error, report it to your employer immediately - they should issue a W-2c within a reasonable time. If your company drags their feet, you can actually report the discrepancy directly on your tax return. The IRS has Form 4852 (Substitute for W-2) where you can report what you believe are the correct numbers based on your pay stubs if your employer won't fix their mistake in a timely manner.
For anyone wondering, the 401k contribution limit for 2025 is $24,000 (or $30,000 if you're over 50). Make sure you're not exceeding that across all your jobs if you have multiple employers with 401k plans. Your W-2 Box 12 code D amounts from all jobs get combined for this limit.
Does the employer match count toward that limit? I'm putting in about $20k myself but with my employer's 6% match it would go over $24k.
One important thing I haven't seen mentioned yet - check whether your 2023 recharacterization was done before the tax filing deadline (plus extensions). If it was, you technically don't need to amend - you can just file the 8606 for 2023 as if you had made a traditional contribution originally. Recharacterizations done by the deadline are treated as if you made the contribution to the second account from the beginning. The 2024 conversion is still reported on your 2024 return, but the contribution basis is established on your 2023 return with Form 8606. I went through this exact scenario last year and confirmed this with my CPA.
I'm pretty sure my recharacterization was completed before the deadline (did it in mid-April 2024 for the 2023 contribution), but I had already filed my 2023 taxes in February. Does that mean I still need to amend to include the Form 8606, or can I just file the form separately?
You'll need to file an amended return (Form 1040-X) along with the Form 8606 for 2023. Since you already filed your original return without the 8606, you need to formally correct that with an amendment. If you hadn't filed yet when you did the recharacterization, you could have just included the 8606 with your original filing. But since you already filed without it, an amendment is necessary to establish your basis properly.
Has anyone used TurboTax to report backdoor Roth conversions? I'm in a similar situation but trying to DIY this since my accountant also seems confused by the process. Does the software walk you through the recharacterization and Form 8606 correctly?
Oliver Weber
With your income levels (~$230k + $105k), you're definitely going to want to file jointly. I'm a financial advisor and run these calculations all the time. MFJ will almost certainly be better than MFS in your situation. Regarding the Roth 401ks - just make sure you're not exceeding income limits. For 2025 filing, the income phase-out for Roth IRA contributions starts at $230k for MFJ. Your 401ks should be fine though.
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Ava Williams
ā¢Thanks for the advice! Just to clarify - are there income limits for Roth 401k contributions? I thought those were just for Roth IRAs.
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Oliver Weber
ā¢You're absolutely right, and I should have been clearer. There are no income limits for Roth 401k contributions - those limits only apply to Roth IRAs. With your combined income, you would likely be in the phase-out range for direct Roth IRA contributions, but your Roth 401k contributions are completely fine regardless of income level. That's one advantage of the 401k version.
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FireflyDreams
Has anyone considered that they might be better off delaying the house purchase until they figure out their tax situation? My wife and I bought in 2024 and it completely changed our tax planning.
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Natasha Kuznetsova
ā¢I wouldn't delay a major life decision like buying a house just for tax reasons. The benefits of homeownership typically outweigh any short-term tax optimization.
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FireflyDreams
ā¢Good point. I guess I was just thinking about our experience where the timing of our home purchase affected which year we could first claim certain deductions. But you're right - probably not worth delaying such a major life decision.
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