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Has anyone dealt with this situation using TaxSlayer? I'm having the exact same Roth IRA withdrawal issue but I can't find where to enter my contribution information to offset the 1099-R. The software keeps treating my entire withdrawal as taxable.
I used TaxSlayer last year for this. You need to go to the "Adjustments and Deductions" section, then look for "Nondeductible IRAs" or "Form 8606." It's not very intuitive, but once you find it, you can enter your total Roth contributions there. Make sure you're in Part III of the form which specifically deals with Roth distributions.
I went through this exact situation last year and it's definitely stressful! The good news is that you're absolutely right - Roth IRA withdrawals of contributions should be tax-free. The key issue is that your tax software doesn't automatically know how much of your withdrawal was contributions versus earnings. Here's what worked for me: First, make sure you have Form 8606 Part III completed correctly. You'll need to track down your total Roth contributions from all years - this becomes your "basis." Since you contributed $15,000 total and withdrew $13,200, your entire withdrawal should be considered a return of contributions and therefore not taxable. In FreeTaxHelper, look for a section on "Retirement Account Distributions" or specifically "Form 8606." You might need to manually override what the software is calculating based on just the 1099-R. Don't panic about that $3,800 tax bill - once you properly account for your contribution basis, it should drop significantly or disappear entirely. Keep good records of all your contributions going forward, as you'll need this information for any future withdrawals. The 5498 forms are indeed just informational, but they're invaluable for tracking your basis over time.
This is really helpful! I'm new to all this retirement account stuff and was getting overwhelmed by all the different forms. Just to clarify - when you say "manually override" what the software calculates, do you mean there's usually a specific field where you can enter your contribution basis? I'm worried about making a mistake that could trigger an audit. Also, is there a particular order I should enter things in FreeTaxHelper to make sure the calculations work correctly?
Just to add another perspective - I've been running a mobile coffee cart for 3 years and learned this lesson the hard way. We were doing exactly what your owner is doing (using one "safe" higher rate) until we got audited last year. The auditor explained that by consistently overcharging in certain jurisdictions, we were creating a liability because we were collecting more tax than we were remitting to those specific locations. The solution that worked for us was switching to a POS system with automatic location-based tax rates, but we also had to go back and correct our previous filings. It was a pain, but much better than facing penalties. I'd strongly recommend having a conversation with your owner about getting compliant sooner rather than later - mobile food businesses are actually more likely to be audited because we operate across multiple jurisdictions. Also, don't forget about the permit side of things. Most cities require food trucks to have local permits even for one-day events, and those permits often come with specific tax reporting requirements.
This is really helpful insight about the audit experience! I'm curious - when you had to go back and correct previous filings, did you have to pay penalties or interest on the differences? And how far back did the audit cover? I'm trying to understand what we might be facing if we don't get this sorted out soon. Also, do you know if there are any red flags that trigger audits for mobile businesses specifically?
Great question! In our case, we did have to pay some interest on the underpayments to certain jurisdictions, but the penalties were waived because we voluntarily corrected the filings before they caught the discrepancies. The audit covered 3 years back, which is pretty standard. As for red flags - the auditor mentioned that mobile businesses often get flagged when there are inconsistencies in location-based reporting, or when sales volumes don't match up with permit applications in different cities. Also, if you're filing in multiple jurisdictions but your tax rates don't reflect the local rates, that can trigger scrutiny. Customer complaints about incorrect tax charges can also lead to investigations. My advice would be to get ahead of this now - most tax authorities are more lenient if you proactively correct issues rather than waiting for them to find problems during an audit.
This is such a timely discussion! I'm actually dealing with a similar situation with our mobile BBQ business. We operate in 4 different counties and I've been manually tracking which tax rate to use for each location, but it's been a nightmare to manage during busy festival seasons. One thing I learned from our accountant is that you should also keep detailed records of not just WHERE you made each sale, but WHEN. Some jurisdictions have different tax rates that change throughout the year (like temporary local taxes for infrastructure projects), so even the same location might have different rates depending on the date. Also, for anyone considering the GPS-based POS solutions mentioned above - make sure your system can handle situations where you're right on a city boundary. We had issues where our GPS would ping-pong between two tax rates when parked near city limits, which created some confusing receipts for customers until we figured out how to set a manual override. @Sophie Footman - I'd definitely encourage you to push back more firmly with the owner about getting compliant. The "better safe than sorry" approach of using a higher rate everywhere might seem safer, but as others have mentioned, it can actually create more problems in the long run than just doing it correctly from the start.
@Oliver Brown That s'a really good point about the GPS ping-ponging issue! I hadn t'thought about that potential problem. For someone just starting to tackle this tax compliance issue, do you have any recommendations for POS systems that handle the boundary situations better? Also, regarding the time-based tax rate changes you mentioned - how do you stay on top of those updates? Is there a reliable way to get notified when local tax rates change, or do you just have to manually check each jurisdiction periodically? With 4 counties, that sounds like it could be a lot to track! @Sophie Footman - I m in'a similar boat as you with being relatively new to handling the books for a mobile business. This whole thread has been eye-opening about how complex the tax situation can get!
As someone who's been through the dual status nightmare myself, I'd strongly recommend getting your situation properly analyzed before picking any software. I made the mistake of jumping straight into TurboTax thinking it would handle everything, only to discover halfway through that it was missing critical forms for my foreign pension. What really helped me was understanding exactly which forms I needed BEFORE choosing software. For dual status with foreign assets, you're likely looking at Form 1040NR and 1040 (depending on your situation), Form 8938 for foreign assets, and possibly Form 3520 if you have foreign trusts or received large foreign gifts. The key is making sure whatever software you choose explicitly supports ALL the forms you need - not just "foreign income" in general. I ended up having to restart my entire return when I realized my chosen software couldn't handle one crucial form. FreeTaxUSA has been solid for me the past two years, but definitely verify it covers your specific situation before committing. Also remember that FBAR filing is completely separate from your tax return - you'll need to file that directly with FinCEN regardless of which tax software you use.
This is excellent advice! I wish I had seen this before I started my tax journey this year. You're absolutely right about knowing exactly which forms you need first. I made a similar mistake with H&R Block - got halfway through and realized it couldn't handle my foreign partnership income properly. Quick question for you - when you mention Form 3520 for foreign trusts, do you know if that applies to foreign pension accounts too? I have a pension from my home country that I'm not sure how to categorize, and the IRS guidelines are pretty confusing about whether it counts as a trust for reporting purposes. Also, thanks for the FBAR reminder - I almost forgot that's separate! The whole process is so much more complicated than I expected when I first moved here.
I'm dealing with a similar situation and found this thread super helpful! One thing I wanted to add - if you're still unsure about which forms you need, the IRS has a pretty decent interactive tool called the "Interactive Tax Assistant" on their website that can help you figure out your filing requirements based on your specific situation. For dual status returns, I've been using FreeTaxUSA for two years now and it's been solid. The key thing is that you'll need to prepare what's called a "dual-status statement" that gets attached to your return - basically a breakdown of which income belongs to which part of the year. FreeTaxUSA's help section has step-by-step instructions for this. One money-saving tip: if you're comfortable doing some of the legwork yourself, you can often use the free version for most of the return and only upgrade to premium if you absolutely need specific forms. I ended up paying just $15 last year because I only needed the state filing upgrade. Also seconding what others said about FBAR - that's filed completely separately through BSA E-Filing on the FinCEN website. It's actually pretty straightforward once you know where to go!
Thanks for mentioning the Interactive Tax Assistant! I had no idea the IRS had that tool - definitely going to check it out before I commit to any software. Your point about starting with the free version and only upgrading if needed is really smart too. I've been assuming I'd need the premium version right away, but you're right that I should see how far the basic version gets me first. Quick question about the dual-status statement - is that something FreeTaxUSA walks you through, or do you have to figure out the format yourself? I'm worried about getting that part wrong since it sounds pretty technical. Also, did you find the BSA E-Filing system user-friendly for the FBAR? I keep putting off dealing with that because the government websites can be so confusing!
I'm dealing with the exact same frustrating situation - filed my FICA refund request in March 2025 and I'm now at 23 weeks with absolutely no communication from the IRS. Like you, I was counting on this money for some important expenses and the uncertainty is really stressful. Reading through all these responses has been incredibly helpful though. I had no idea that FICA refunds go through a completely different processing system than regular tax refunds, which explains why the normal tracking tools don't work. The 12-week timeline they publish is clearly just wishful thinking at this point. I'm definitely going to try calling that direct number (800-829-1040) early in the morning like others suggested, and ask specifically to be transferred to "Accounts Management" based on Dylan's advice. I'm also going to look into the Taxpayer Advocate Service since I'm well past their delay threshold. One thing I'm curious about - has anyone had success with contacting their Congressional representative's office? I've heard they sometimes have special channels to inquire about delayed government processes, though I'm not sure if that applies to tax matters. Thanks Mae for starting this thread, and thanks to everyone who shared their experiences and solutions. It's frustrating that we need to jump through all these hoops, but at least now I have a game plan instead of just sitting here wondering what's happening with my application.
Yes, contacting your Congressional representative can actually be quite effective for IRS issues! Their offices have dedicated staff who handle constituent services, and they can submit what's called a "Congressional inquiry" to the IRS on your behalf. This often gets faster attention than regular taxpayer calls because the IRS has to respond to Congressional offices within a certain timeframe. You'll typically need to fill out a privacy release form so the representative's office can discuss your case with the IRS, and you should have documentation ready showing how long you've been waiting and what attempts you've made to resolve it yourself. I'd definitely try the Taxpayer Advocate Service first since that's the official channel designed for these situations, but if that doesn't work, the Congressional route is a solid backup option. Some people have reported getting movement on their cases within days of a Congressional inquiry being submitted. Keep us posted on how the early morning calling strategy works out - I'm planning to try that myself next week!
I'm so sorry to hear about your extended wait, Mae. 20 weeks is definitely beyond the normal timeframe, and your frustration is completely understandable. After reading through all these helpful responses, I wanted to share my own experience - I waited 26 weeks for my FICA refund last year and it was absolutely maddening. What finally worked for me was a combination approach: First, I called the IRS at 800-829-1040 right when they opened (7 AM) on a Tuesday morning and specifically asked to be transferred to "Accounts Management" - this is the specialized unit that handles FICA refunds. The regular customer service reps often don't have access to the right systems. Second, I also contacted the Taxpayer Advocate Service since I was well past the 12 weeks + 30 days threshold that qualifies as an "unreasonable delay." They assigned a case worker who was able to track down exactly where my application was stuck. It turned out my refund was sitting in what they called the "correspondence review" queue because the IRS had questions about one of my supporting documents, but they never sent me a letter requesting clarification. Once the advocate's office flagged this, they expedited the review and I had my refund within 3 weeks. I'd definitely recommend trying both approaches - the direct call to get immediate information about your case status, and the Taxpayer Advocate for longer-term resolution if needed. Don't give up - these refunds do eventually come through, the system is just frustratingly slow and poorly designed for tracking. Keep all your documentation handy when you call, including your certified mail receipt if you have one. Good luck!
Samantha Howard
Has anyone dealt with getting a severance paid out over multiple payments instead of one lump sum? My company is offering me either option, and I'm wondering if taking it over 3 months would result in less tax withholding upfront compared to a lump sum.
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Megan D'Acosta
ā¢I chose the multiple payment option when I was laid off last year, and it definitely helped with the tax withholding situation. When they break it up, each payment is smaller, so the withholding system doesn't treat each payment as if you're suddenly in a super high tax bracket. The downside is that you're at the mercy of the company continuing to make those payments. If they have financial troubles, your later payments could be at risk. Also, some benefits might end after the first payment rather than continuing through all payments, depending on your severance agreement.
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Samantha Howard
ā¢Thanks for sharing your experience! That's exactly what I was hoping would happen with the taxes. I'm not too worried about the company's financial stability, they're pretty large. Did you notice any difference in how your final tax return worked out? Did you still get a refund even with the lower withholding on the multiple payments?
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Miranda Singer
I went through something very similar when I got laid off six months ago. The 58% withholding rate you're seeing is unfortunately pretty normal for severance payments, especially if your company is being conservative with their calculations. Here's what likely happened: Your company treated the $8,500 severance as if you were going to receive that amount every pay period for the entire year. So if you normally get paid bi-weekly, they calculated withholding as if you'd be making $221,000 annually ($8,500 x 26 pay periods). That would put you in a much higher tax bracket, hence the aggressive withholding. The silver lining is that when you file your 2025 tax return, your actual tax will be based on your total income for the year - which will likely be much lower since you're now unemployed. You should get a substantial refund of that overwithholding. I'd recommend requesting a detailed breakdown of all the withholdings from HR so you can see exactly where every dollar went. Sometimes there are errors or unnecessary deductions that you can get corrected. Also consider talking to a tax professional about estimated quarterly payments for the rest of 2025 to avoid more overwithholding when you find your next job.
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Evelyn Kim
ā¢This is really helpful, thank you! The explanation about them treating it as if I'd make that amount every pay period makes so much sense now. I was wondering why the withholding seemed so extreme. I'm definitely going to request that detailed breakdown from HR. Based on what others have shared in this thread, it sounds like there might be some incorrect deductions I can get back right away, plus the larger refund when I file next year. Do you have any recommendations for finding a good tax professional? I've always done my own taxes with software, but this situation seems complex enough that I might need actual help for once.
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ShadowHunter
ā¢For finding a tax professional, I'd recommend looking for an Enrolled Agent (EA) or CPA who specifically has experience with employment transitions and severance situations. You can search the IRS directory for Enrolled Agents in your area, or check with your state's CPA society for referrals. Many tax pros offer free consultations this time of year, so you could potentially get some initial guidance without committing to hiring someone. Given that your situation involves severance, potential overwithholding, and job transition, it's probably worth the investment to make sure you're maximizing your refund and properly planning for the rest of the tax year. Also, don't forget to keep detailed records of any job search expenses - some of those may be deductible depending on your situation.
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