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Ask the community...

  • DO post questions about your issues.
  • DO answer questions and support each other.
  • DO post tips & tricks to help folks.
  • DO NOT post call problems here - there is a support tab at the top for that :)

Nathan Kim

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Has anyone tried using H&R Block software for backdoor Roth IRA reporting? I'm wondering if they handle it better than FreeTaxUSA. This is my first year doing this strategy and I haven't started my taxes yet, so I'm trying to pick the best software to avoid these headaches.

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Nathan Kim

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Thanks for sharing your experience! That's really helpful to know. I think I'll give H&R Block a try this year since I'd rather pay a bit more for a smoother experience, especially with something like backdoor Roth where the tax implications can be significant if reported incorrectly. Did you use their Deluxe or Premium version? I'm trying to figure out which tier I need.

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I used their Premium version because I also had some investment income and rental property to report. For just the backdoor Roth, I believe their Deluxe version would be sufficient as it covers IRA contributions and Form 8606. Their website has a comparison chart that can help you determine exactly which features you need. The interface is pretty intuitive, with a dedicated section for IRA contributions where you specifically mark them as non-deductible. Then when you enter the 1099-R for the conversion, it connects the dots automatically. Just make sure you complete both sections for everything to calculate correctly.

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Lucas Turner

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One thing nobody has mentioned yet - make sure you didn't deduct your Traditional IRA contribution on last year's taxes if you did the contribution for the previous tax year. I made this mistake once and essentially got a double tax benefit (deduction when contributing + tax-free growth in the Roth) which isn't allowed. If you did mistakenly deduct it last year, you'll need to file an amended return for that year or include the deducted amount as income on this year's return. The IRS is increasingly scrutinizing backdoor Roth conversions, so you want to make sure everything is reported correctly.

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Kai Rivera

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This is such an important point that often gets overlooked! I nearly made this mistake myself. For anyone confused: with a backdoor Roth, you should NOT be deducting your Traditional IRA contribution at any point. The whole strategy only works tax-efficiently if you use after-tax dollars for the initial contribution. Otherwise, you'll end up paying taxes during the conversion step.

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Thank you for bringing this up! I didn't deduct my Traditional IRA contribution on last year's taxes, so I should be okay on that front. But it's a really good reminder about ensuring consistency between tax years. I feel like there are so many gotchas with this strategy that the software doesn't really warn you about. Do you know if FreeTaxUSA has any special review checks for these kinds of issues?

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Diego Chavez

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Just to add another perspective - I've been filing taxes as an international student for 5 years now. The Substantial Presence Test has a lot of exceptions, especially for F and J visa holders. Double check if you're counting days correctly - the exempt period for J1 visa holders is typically 2 calendar years, while for F1 it's 5 calendar years. Since you were on different visa types, you need to track them separately. My university's international office offers free tax help specifically for cases like yours. Does your school have an international student office? They often have specialized tax resources that understand these visa exemptions better than general tax preparers.

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Malik Thomas

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Thanks for bringing up the different exemption periods for different visa types - I didn't realize J1 and F1 had different exemption periods! My university does have an international student office but their tax appointments are completely booked until after the filing deadline. I'll try emailing them though to see if they can at least point me in the right direction.

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Diego Chavez

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The different exemption periods definitely make things tricky! For F-1 students, it's generally 5 calendar years, while for J-1 students/scholars, it's generally 2 calendar years (though there are some nuances based on your specific J-1 category). That's unfortunate about the appointments being fully booked. Definitely email them - many international offices have specific tax resources they can share even without an appointment. Also check if they offer access to Glacier Tax Prep or similar software specifically designed for international students - these tend to handle the residency calculations more accurately than general tax software.

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One more thing to consider - remember that resident vs. non-resident status affects which tax forms you use and what income you report. As a non-resident (which you likely are based on the visa history you described), you'd file Form 1040NR, not the regular 1040. The big difference: non-residents only pay taxes on US-source income, while residents pay taxes on worldwide income. If you have income from your home country, this distinction makes a HUGE difference!

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Sean O'Brien

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Absolutely right about the worldwide income issue! I made this mistake my first year - filed as a resident and reported all my foreign bank interest and a small rental property income from my home country. Ended up paying way more tax than I needed to! Non-resident status would have saved me over $2000.

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Before you panic, check if you qualified for any COVID-related stimulus payments in 2021 that might have been reported as income. I had a similar freakout when I saw a huge tax bill, but it turned out the issue was related to how stimulus payments were recorded. Also - regarding your parents claiming you as a dependent while you were married - that's definitely a red flag. If you were married and living with your spouse in 2021, your parents generally shouldn't have claimed you as a dependent that year. This could be part of the issue. I'd recommend getting those transcripts like the top commenter suggested, then consulting with a tax preparer at H&R Block or similar service. They can often do a free consultation to help you understand what you're dealing with before you decide whether to hire them.

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Thanks for this perspective! I hadn't considered the stimulus payment angle. That's definitely something to look into. And yeah, I'm really worried about the dependent situation. I honestly don't know if my parents actually claimed me that year or if I just assumed they did. Is there a way to check if someone claimed me as a dependent?

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You can find out if you were claimed as a dependent by looking at your tax transcript for 2021, which you can request from the IRS website. It won't tell you who claimed you, but it will indicate if you were claimed by someone else. For checking about stimulus payments, look for line items on your account transcript regarding "Economic Impact Payment" or "Recovery Rebate Credit." If there's confusion about how these were handled, it could definitely affect your tax situation. The tax professionals at places like H&R Block deal with these types of issues all the time and often provide free initial consultations, so it's worth a visit to understand your options before you spend money on more expensive help.

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Sergio Neal

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Has anyone considered this might be identity theft? I had a similar situation where someone was using my SSN for work. Check your credit reports asap through annualcreditreport.com (the official free site) to see if there's suspicious activity. If someone is working under your SSN, it could explain the unexplained tax bill.

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This is a really good point. I had my identity stolen a few years back and the first sign was a tax bill for income I never earned. The IRS has a specific department for identity theft cases and they're actually pretty helpful. If this is what happened, you'll need to file Form 14039 (Identity Theft Affidavit) with the IRS.

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Has anyone considered suggesting that the employee talk to your payroll provider about getting an advance on his pay instead of messing with tax withholding? Many companies offer this as a benefit now. The employee gets access to money they've already earned without changing their tax situation at all. Might be a cleaner solution.

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This is actually a really good idea. My company started offering this last year through our payroll provider. Employees can withdraw up to 50% of their earned wages before payday with minimal fees. Much simpler than changing tax forms.

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Emma Garcia

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I hadn't thought about a payroll advance! That's a great suggestion. I'll check with our HR department to see if this is something our company offers through our payroll provider. I've passed along the other suggestions about properly adjusting the W-4 versus claiming exempt status. He seemed appreciative of the information and is going to talk to our payroll team about his options. Thanks everyone for the helpful advice!

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Alicia Stern

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Manager, please understand that what he's asking for isn't a "tax exempt week" in any official IRS sense. He's just trying to increase his take-home pay by reducing withholding. This doesn't reduce his actual tax liability at all - it just changes WHEN he pays it. If he makes $82k, he's going to owe taxes. Period. So if he gets more in his paycheck now, he'll either get less refund or owe more when he files. Make sure he understands this isn't free money!

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This is so true! I did this once when I was younger and completely forgot that I'd still owe the taxes eventually. Ended up with a huge tax bill in April that I wasn't prepared for. Make sure your employee understands this is just shifting when he pays, not reducing his total tax burden!

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Alicia Stern

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Exactly right. So many people don't realize this. The amount of tax you ultimately owe is based on your total annual income and deductions, not on how much was withheld throughout the year. The withholding system is just a way to pay your taxes gradually instead of in one lump sum. Adjusting withholding doesn't change your tax liability - it only changes the timing of your payments.

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How to resolve IRS dispute over Lifetime Learning credit denial?

I'm at my wit's end dealing with this IRS mess and could really use some advice from anyone who's been through something similar. I've been fighting with the IRS since last November over my 2021 taxes. They sent me a CP2000 notice claiming I owe them back the $2,500 Lifetime Learning credit I claimed, plus interest. According to them, I never submitted a 1098-T form for 2021. Here's the frustrating part - I never submitted it because I never received one from my university! I was pretty new to doing my own taxes and didn't realize I needed that specific form to claim the credit. I spent nearly 6 months trying to get answers from my school about why they never sent me a 1098-T for 2021. I was definitely a full-time student for spring semester 2021 and paid tuition out of pocket. After getting the runaround forever, they finally explained that the tuition charges for Spring 2021 (classes that started January 2021) were actually processed on my student account in December 2020 (Dec 9th and 17th specifically). My credit card payment, student loan, and scholarships were all credited to my account in January 2021 though. So the school is telling me they didn't issue a 1098-T for 2021 because the actual tuition charges went through in 2020, even though I was taking the classes and making payments in 2021! Does anyone know how to handle this situation with the IRS? I legitimately paid for my education but am being penalized over what seems like a technicality with the timing of when my school processed the charges.

Something nobody has mentioned yet is that you can request a 1098-T from your school for verification purposes even if they didn't initially send you one. I work in a university bursar's office, and we do this for students all the time. Specifically request a "student account statement" that shows the dates when charges were applied AND the dates when payments were received. This statement should have official school letterhead and show all transactions. The date discrepancy you're describing is very common, especially for spring semester charges that post in December. What matters to the IRS is when YOU made the payment, not when the school posted the charges.

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Thanks for this suggestion! I'm going to contact the bursar's office tomorrow and specifically ask for a student account statement with the payment dates clearly shown. Should I also ask them to provide any kind of explanation letter about why they didn't issue a 1098-T? Would that help my case with the IRS?

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Yes, definitely ask them for an explanation letter! Request a formal letter on university letterhead that explains: 1) why no 1098-T was issued for 2021, 2) confirmation that you were enrolled in spring 2021, and 3) verification of when your payments were actually received by the university. Most bursar offices have dealt with this exact situation before and should have a standard letter they can provide. Make sure the letter specifically mentions the dates your payments were processed in January 2021, as that's what the IRS needs to see to verify your eligibility for the credit in tax year 2021.

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Noah Irving

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Just to add - make sure you're responding to the CP2000 notice within the deadline they gave you! Even if you're still gathering documentation, send something in writing before the deadline saying you disagree with their findings and are gathering evidence. The worst thing you can do is miss their response deadline because then it becomes much harder to dispute. You can always send additional documentation later, but that initial response preserving your right to dispute is super important.

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This is critical advice! I made the mistake of missing the response deadline on a CP2000 notice once, and it was a nightmare to resolve after that. They automatically processed the adjustment and started collection activities.

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