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Former tax preparer here - for your specific situation, TurboTax is probably fine if you're comfortable using it. The child tax credits are pretty straightforward and TT asks all the right questions. The ONE area where a pro might help is with the house sale. There are some nuances around basis calculation, improvements you've made to the home, partial rental use, etc. that might be worth discussing. If the potential tax impact of the sale is large (like if you made a lot on the sale), it might be worth a consultation just for that piece. A middle ground could be using TT for most things but paying for a one-hour consultation with a CPA just to review the house sale portion. Might cost $150-200 but could save you more if there are strategies you've missed.
What kinds of things could be missed on a home sale? I thought it was pretty simple - if you lived there 2 of 5 years you get the exemption up to $250k/$500k depending on if you're single or married?
The basic exemption rule is straightforward, but there are several areas where people commonly miss opportunities or make mistakes. Home improvements can be added to your basis (original purchase price + improvements), which reduces your capital gain. Many people don't keep good records of these or don't know which improvements qualify. This includes major renovations, additions, new roof, HVAC systems, etc. - not regular repairs or maintenance. If you ever used part of your home for business or rental purposes, the calculation gets more complex since that portion may not qualify for the full exemption. This requires proper allocation and depreciation recapture considerations.
I used to use TurboTax but found FreeTaxUSA way better and cheaper. Works great for W-2s, investment accounts, and child credits - basically everything you mentioned. The house sale might be a bit trickier but they have good support articles.
Be careful about filing with "estimates" as some people are suggesting. If your estimates are significantly off from what your employers reported to the IRS, you could face penalties for underreporting income. The IRS has a transcript request service online where you can request your Wage and Income Transcript which shows all W-2s and 1099s filed under your SSN: https://www.irs.gov/individuals/get-transcript If the online system doesn't work for you (it requires some specific verification), you can also file Form 4506-T to request the transcript by mail. This might take longer but gives you the exact numbers your employers reported.
Thanks for the warning. I tried the online transcript request but couldn't verify my identity because my phone isn't in my name (I'm on my parents' family plan). How long does the mail request usually take? I'm worried it won't arrive in time for my deadline.
Mail requests generally take 5-10 business days to process plus mailing time, so you're right to be concerned about meeting your deadline. Since you're in a time crunch, I would recommend using Claimyr as others have suggested to get through to an IRS agent who can provide your wage information immediately over the phone. Alternative verification methods for the online transcript system include using a credit card number (doesn't have to be in your name) or getting a one-time code mailed to your address of record, but that also takes 5-10 days. The fastest solution is definitely speaking directly with an IRS agent who can read your wage information to you from their system.
Just a quick tip from someone who works in a university financial aid office - once you file your taxes, call your school's financial aid department immediately with your confirmation number from the IRS. We can often manually override the FAFSA non-filer hold on our end once we have proof you've filed, rather than waiting for the FAFSA system to update automatically (which can take 1-2 weeks). Also ask about emergency loans or payment plan options that might be available while waiting for your FAFSA to process. Many schools have short-term emergency funds specifically for situations like this.
This is great advice! I had a similar issue and my school's financial aid office was able to give me a 30-day extension on tuition payments once I showed them proof I had filed my taxes. Saved me from having to drop my classes while waiting for the loan disbursement.
Another approach - check your online Social Security account at ssa.gov. They keep records of all wages reported by employers. It might not have the tax withholding info, but at least it will show how much you earned at that company which is a starting point. Also, if you filed federal taxes for those years, look at your old returns. You might have copies of the W2s attached or at least the income info from them entered into your 1040.
Thanks for the Social Security suggestion! I just checked my ssa.gov account and found the wage info, which is definitely helpful. Unfortunately I don't have copies of those old federal returns either - they were on a hard drive that crashed. But at least having the exact income amounts will help me start the process. Do you know if RITA would accept a statement from Social Security showing the wages as partial proof?
RITA might accept the SSA earnings record as supporting documentation, especially if you pair it with an explanation about the company being defunct. I'd call them directly and ask what they'll accept in lieu of the actual W2. One other thing - if you used any tax preparation software like TurboTax or H&R Block for those years, you might be able to log into your account and download copies of your past returns which would include the W2 information they had on file. Many of these services keep your returns for several years.
Quick tip if you filed your federal taxes for those years - go to the Ohio Department of Taxation website and look at your state tax transcripts. Since RITA is for Ohio municipalities, your state returns might have the info they need to verify your local tax obligations.
This is smart! Ohio tax dept was actually super helpful when I had a similar issue. They can often calculate what you owe RITA based on your state info.
Your wife should check her onboarding paperwork with the new company. Sometimes during acquisitions they have everyone fill out new W-4 forms and they might have put her (and everyone else) as "exempt" by mistake. It would explain why no federal taxes are being withheld. I work in HR (different company) and we had a similar issue when our payroll system updated. About 30 employees suddenly had no federal withholding because the system defaulted everyone to exempt status during the migration. Took us two pay periods to catch and fix it. The company can't just decide not to withhold taxes as some kind of benefit - that's not how federal tax law works. They're either confused or there's a system error.
Thanks for the insight from an HR perspective. She says they never filled out new W-4 forms during the transition, which seems weird to me. They just transferred everyone's data to the new system. Could they legally use her old W-4 information, or does a company acquisition require new forms?
They technically should have had everyone complete new W-4 forms since it's considered a new employer (unless it was just a name change of the same legal entity). Most acquisitions require new paperwork precisely to avoid these kinds of issues. Without new W-4s, they should have at minimum transferred the withholding settings from the previous system. The fact that everyone is experiencing the same issue suggests a systemic problem rather than individual errors. I'd recommend having your wife request to complete a new W-4 immediately and specifically note she wants federal withholding according to the latest tax tables.
Just adding another perspective - could they be confusing this with the Trump-era payroll tax deferral that happened during COVID? That was only for Social Security and was temporary, but I remember some companies misunderstood it. Or maybe they're thinking of the increased standard deduction? Either way, absolutely not legal to just stop withholding federal taxes!!! My sister works for a tax prep company and says they're already seeing people coming in with massive unexpected tax bills because of withholding mistakes. Don't wait on this!
I was thinking the same thing about possible confusion with COVID-era policies. My company temporarily messed up withholding in early 2022 thinking some of those policies were still in effect when they'd actually expired. Took them a month to fix it and everyone had to make catch-up withholding payments.
Rami Samuels
Anyone else notice how confusing the IRS makes these forms? Like why do we even need Form 8606 for Roth contribution withdrawals when they're not taxable anyway? The whole system feels designed to trip us up!
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Haley Bennett
ā¢Because the IRS doesn't know whether your distribution is contributions, conversions, or earnings without you telling them. That's what Form 8606 does - it helps you calculate and show which part of your distribution is taxable. Without it, they'd have to assume the worst (that it's all earnings).
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Douglas Foster
FYI - I accidentally left parts 1 and 2 blank on my Form 8606 last year for a similar Roth withdrawal situation, and never heard anything from the IRS. So at least anecdotally, if you're truly only withdrawing contributions, it seems to be ok. YMMV though!
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