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I've been following this thread and wanted to add some clarity from my experience as someone who's dealt with this exact situation multiple times. The confusion often comes from how partnership taxation works versus how IRA contribution eligibility is determined. Here's the key distinction: guaranteed payments to partners are reported on your K-1 (Box 4) and represent compensation for services you provided to the partnership. Even though these payments get combined with your share of partnership income/loss on Schedule E, they don't lose their character as "earned income" for IRA purposes. Think of it this way - if you work for a corporation and receive a W-2 salary, but the corporation loses money, your salary is still earned income for Roth contributions. Guaranteed payments work similarly - they're compensation for your services, separate from your ownership interest in the partnership's profits or losses. The IRS specifically addresses this in Publication 590-A under the definition of compensation. As long as your guaranteed payments were for services (not for use of capital), they count toward your Roth contribution limit regardless of whether the partnership had a net loss. So with your $26,500 in guaranteed payments, you should be able to contribute up to the annual Roth IRA limit, assuming you meet the income phase-out requirements.
This is really helpful! I'm new to partnership taxation and this whole thread has been eye-opening. One thing I'm still not clear on - when you say "guaranteed payments for services" versus "for use of capital," how do you tell the difference on your K-1? Is this something that should be clearly specified, or do you have to look at your partnership agreement to figure out what the payments were actually for? I'm asking because I received guaranteed payments last year but I'm not 100% sure if they were classified as payments for services or something else. The partnership agreement mentions both my work contribution and my capital investment, so I want to make sure I'm eligible before I contribute to my Roth.
Great question! The distinction between guaranteed payments for services versus capital is crucial for Roth eligibility. Your K-1 should ideally specify this, but it's not always clear from the form alone. Guaranteed payments for services are payments made to you for work you perform for the partnership - things like management duties, professional services, or other labor you contribute regardless of the partnership's profitability. These payments are similar to a salary and qualify as earned income for Roth contributions. Guaranteed payments for use of capital are essentially interest payments on money you've invested in the partnership. These are treated more like investment income and don't qualify as earned income for IRA purposes. If your K-1 doesn't clearly specify, you'll need to look at your partnership agreement or ask your partnership's tax preparer. The agreement should outline whether your guaranteed payments are compensation for services you provide or returns on your capital contribution. Many partnership agreements will have separate sections for "compensation" versus "return on capital investment." If you're still unsure, I'd recommend checking with the partnership's accountant or using one of those tax analysis services mentioned earlier in this thread. Getting this wrong could affect your Roth contribution eligibility, so it's worth clarifying before you contribute.
This is such a common misconception that trips up so many partnership taxpayers! I went through this exact same situation a few years ago and initially thought I couldn't contribute to my Roth because my Schedule E showed a net loss. The key insight that finally clicked for me is that guaranteed payments maintain their character as compensation regardless of what happens with the rest of the partnership's operations. It's almost like having two separate tax events - you received compensation for services (the guaranteed payments), and separately, your ownership interest in the partnership experienced a loss. I'd strongly recommend double-checking with a tax professional who understands partnership taxation, because this is an area where many general practitioners get confused. The IRS publications are pretty clear on this, but it's easy to miss if you're just looking at the bottom-line numbers on your tax return. With $26,500 in guaranteed payments, you should definitely be able to make your Roth contribution (assuming you're under the income phase-out limits). Don't let a partnership loss cost you a whole year of retirement savings!
I just found out I was supposed to file Form 8606 with my 2022 taxes to report nondeductible contributions to my Traditional IRA ($7,500). Even though I didn't send it last year, I read that I can (and should) still submit it to establish my Traditional IRA basis. This was my first nondeductible contribution, and since I made another nondeductible contribution in 2023, my 2023 IRA basis should include the $7,500 from 2022. The Traditional IRA contains a 401k rollover from a previous employer (no Roth conversions or anything like that). Could someone please confirm if these numbers look right for my 2022 Form 8606? Box 1: 7,500 Box 2: 0 Box 3: 7,500 Box 14: 7,500 Is that all I need to fill out? I've already entered my name, SSN, and address on the PDF, printed it out, and signed it, but haven't mailed it yet. I have several questions (sorry if some seem obvious): - Is it okay that I only used a pen for the signature and date? I typed my name, SSN, and address directly in the PDF. Does the entire form need to be handwritten? - Where do I mail this form? The IRS link for where to file forms starting with 8 doesn't mention Form 8606: https://www.irs.gov/filing/where-to-file-forms-beginning-with-the-number-8 - Should I include my Form 5498 (IRA Contributions Information) in the envelope? - Do I need to include Form 1040-X? I've found contradicting information online. - Since I'm mailing this form now, it probably won't be processed before April 15. When I file my 2023 taxes with Form 8606 (I contributed $8,000 in 2023), should Box 2 on my 2023 Form 8606 be $15,500 (7,500 from 2022 + 8,000 from 2023)? Does it matter if my 2022 form hasn't been processed when I file my 2023 taxes? Thanks so much for any help you can provide!
Just wanted to add - make sure you keep copies of EVERYTHING related to your nondeductible contributions forever (or at least until you've withdrawn all the money). I learned this the hard way. I had made nondeductible contributions years ago, filed my 8606 forms properly, but then lost track of the paperwork during a move. When I started taking distributions years later, I couldn't prove my basis to the IRS and ended up paying tax on money that should have been tax-free coming out. The burden of proof is 100% on you to track your nondeductible basis, not on the IRS. They don't keep easily accessible records of your basis year to year.
Do you recommend any specific way to store these records? Paper files, digital, both? I'm trying to get organized with my tax documents.
I recommend both digital and physical storage. Scan all your Form 8606s, Form 5498s, and relevant tax returns as PDFs and store them in multiple places (cloud storage, external hard drive, etc.). Also keep physical copies in a fireproof box or safe. Make a simple spreadsheet that tracks your contributions year by year so you can easily see your total basis at a glance. Update it every year when you file. I also take a picture of the completed and signed Form 8606 before mailing it, just to have timestamp proof of when it was completed.
Great advice from everyone here! I went through this exact situation last year when I discovered I had missed filing Form 8606 for multiple years of nondeductible contributions. One thing I'd add that helped me tremendously - when you mail your Form 8606, use certified mail with return receipt requested. The IRS can be slow to process these forms, and having proof of delivery gives you documentation that you filed it timely (even though it's late for the original tax year). Also, consider keeping a detailed log of all your IRA transactions going forward. I created a simple spreadsheet that tracks: - Date of contribution - Amount contributed - Tax year it applies to - Whether it was deductible or nondeductible - Form 8606 filing status This has made my annual tax prep so much easier and ensures I never miss tracking my basis again. The few hours spent organizing this information upfront saves tons of stress later, especially if you ever need to prove your basis to the IRS during an audit or when taking distributions. Your numbers look correct for the 2022 form, and yes, you should include the full $15,500 basis on your 2023 Form 8606 even if the 2022 form hasn't been processed yet. The key is that you're filing it before or with your 2023 return.
This is incredibly helpful, thank you! I'm just getting started with tracking my IRA contributions properly and had no idea about using certified mail. That's a great tip about keeping proof of delivery. Your spreadsheet idea is brilliant - I've been trying to piece together my contribution history from old bank statements and it's been a nightmare. Having everything organized in one place from now on will definitely save me headaches down the road. Quick question: when you say "filing it before or with your 2023 return" - does that mean I should physically include the 2022 Form 8606 in the same envelope as my 2023 tax return, or can I mail them separately as long as the 2022 form is postmarked before I file my 2023 return?
As someone who's been through the audit process, I want to emphasize what Natasha said about documentation. Even if you had a qualifying medical expense, the IRS will want extensive documentation during an audit - not just a doctor's note, but detailed records showing the medical necessity, treatment plan, and how the expense specifically addresses your diagnosed condition. For your Planet Fitness situation, even if you kept perfect records, the fundamental issue is that general gym memberships don't qualify regardless of medical recommendation. The IRS has consistently ruled that these are personal expenses for general health maintenance. One thing I learned the hard way: it's better to miss a legitimate deduction than to claim a questionable one. The stress and cost of dealing with an audit far outweigh the tax savings from a gym membership deduction. Focus on the clear-cut deductions for your freelance business instead - those are much more valuable and defensible.
This is really helpful perspective, especially the point about missing a legitimate deduction being better than claiming a questionable one. As someone new to filing as a freelancer, I'm still learning what's worth pursuing vs. what might raise red flags. Your audit experience sounds stressful - definitely makes me want to stick to the safe, clear-cut business deductions! I think I was getting caught up in trying to find every possible deduction instead of focusing on the obvious legitimate ones. Better to be conservative and sleep well at night than save a few bucks and potentially face an audit. Thanks for sharing that reality check!
This thread has been incredibly helpful! As someone who's also self-employed and was wondering about similar deductions, I really appreciate all the detailed explanations from the tax professionals here. I've been making the same mistake of thinking that anything health-related recommended by a doctor might be deductible. The distinction between "general health maintenance" vs "treatment of a specific condition with qualified medical personnel" that Natasha explained really cleared things up for me. It's also eye-opening to learn about the 7.5% AGI threshold - I had no idea medical deductions had such a high bar to clear before they even start helping. Between that and the standard deduction being so high, it sounds like most of us probably won't benefit from medical expense deductions anyway. Thanks everyone for sharing your experiences and expertise. This community is so much more helpful than trying to wade through confusing IRS publications on my own!
I completely agree! This thread has been a goldmine of practical tax advice. I'm also self-employed and was making similar assumptions about health-related deductions. What really struck me was Yara's point about it being better to miss a legitimate deduction than claim a questionable one. As someone who's naturally inclined to try to maximize every possible deduction, that's a mindset shift I needed to hear. The peace of mind of staying clearly within the lines is probably worth more than the potential savings from borderline deductions. I'm definitely going to focus on my clear business expenses and stop trying to get creative with personal expenses that might have some business or medical angle. Thanks to everyone who shared their expertise here - this is exactly why I love this community!
Just to add to what others have said - make sure you're keeping DETAILED records. I got audited on this exact issue with my consulting business. What saved me was having: 1) Course descriptions printed from the university website 2) A statement I wrote explaining how each course applied to my current business 3) Client invoices showing I was doing related work before starting the degree 4) The letter from the company saying this education was necessary The IRS agent told me most people fail these audits because they can't show the direct connection between the education and existing business. Don't just say "MBA helps my business" - be super specific about how accounting class X improves service Y that you were already providing.
This is a great question that many contractors struggle with! Based on my experience helping clients with similar situations, you're on the right track with the business expense deduction approach. Since your wife receives 1099-NEC income, she's considered self-employed, which actually gives you more flexibility than W2 employees have. The key is demonstrating that the MBA maintains or improves skills she's already using in her existing business activities. From what you've described, her current work already involves finance, accounting, operations, and HR - and the MBA coursework directly relates to these areas. This creates a strong case for the "maintains or improves existing skills" test. A few important points to consider: 1) Deduct these on Schedule C as ordinary business expenses, not as itemized deductions 2) The letter from the company will be helpful supporting documentation 3) Keep detailed course syllabi showing how each class relates to her current work 4) Document her existing business activities before starting the MBA One thing to be cautious about - make sure the MBA isn't positioning her for a completely different profession. Since she's already working in business consulting and the coursework enhances those existing skills, you should be fine. The business expense deduction will likely be more beneficial than education credits at your income level, as it reduces both income tax and self-employment tax on her Schedule C income.
This is really helpful advice! Just to clarify - when you mention it reduces both income tax and self-employment tax, does that mean we get to deduct the MBA expenses from her gross 1099-NEC income before calculating the 15.3% self-employment tax? That would be a significant additional benefit compared to just getting an income tax deduction. Also, regarding the "completely different profession" concern - her current consulting work is pretty broad (finance, accounting, operations, HR), but the MBA might open doors to executive positions or starting her own firm. Would the IRS consider those natural progressions of her existing business, or could they view it as qualifying for a new trade?
Tyler Lefleur
You can also call the IRS at 1-800-829-1040 and ask them to check if your dependent's SSN was used on another return, but they won't tell you who filed it. If it was used, they'll send you Form 14039 (Identity Theft Affidavit) and you'll need to file a paper return with all your custody documentation. The whole process can take 4-6 months to resolve unfortunately.
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Miguel Herrera
β’This is really helpful info! I didn't know you could call them directly to check if the SSN was used. 4-6 months sounds brutal though - hopefully it doesn't come to that but good to know what to expect if it does
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Ahooker-Equator
Another option is to request Form 4506-T (Request for Transcript of Tax Return) from the IRS website or by calling them. This will show you a transcript of what was filed under your child's SSN, including who claimed them as a dependent. It's free and usually faster than waiting for notices. If you see they were claimed by someone else, you can then decide whether to file a paper return disputing it or try to resolve it directly with your ex first.
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