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Nia Wilson

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This is a complex situation but definitely not unfixable. I've helped several clients through similar partnership/payroll reclassification issues. Here's what you need to prioritize: 1. **Immediate assessment**: Gather all your payroll records, LLC operating agreement, and any state/federal filings to confirm your tax status and the scope of corrections needed. 2. **Consider penalty relief**: Look into First Time Penalty Abatement if you qualify, or Reasonable Cause relief for the late 1065 filings. The IRS is sometimes more lenient when businesses proactively correct mistakes. 3. **Sequential filing strategy**: File the 1065s in chronological order starting with the earliest year. This helps establish the pattern of corrections and makes it easier for the IRS to process. 4. **Partner's individual impact**: The partner who was paid through payroll will likely owe additional self-employment taxes, but they may also be eligible for some credits they missed as a partner (like the Section 199A deduction if applicable). 5. **Professional help**: Given the 4-year scope and multiple return types involved, seriously consider hiring a tax professional experienced in partnership corrections. The cost will likely be offset by avoiding bigger mistakes and potentially reducing penalties. The key is being proactive and systematic about the correction process. The IRS generally works with taxpayers who voluntarily come forward to fix mistakes.

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Paolo Longo

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This is incredibly helpful! I'm particularly concerned about point #4 regarding the additional self-employment taxes. The partner who was paid through payroll made about $80k per year, so we're talking about potentially significant additional SE tax liability across 4 years. Do you know if there are any installment payment options available when someone owes back taxes due to corrections like this? Also, when you mention filing the 1065s in chronological order, should we wait for each one to be processed before filing the next year, or can we submit them all at once with a cover letter explaining the situation? @Nia Wilson Thanks for the detailed breakdown - this gives us a much clearer roadmap forward.

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Yes, there are definitely installment payment options available! The IRS offers several programs for situations like this: **Payment Plans:** - Short-term payment plan (up to 180 days) - no setup fee if you apply online - Long-term installment agreement (up to 72 months) - setup fees apply but can be reduced if you qualify for low-income guidelines - You can apply for installment agreements even before all the amended returns are processed **Filing Strategy:** You can absolutely file all the 1065s at once - in fact, I'd recommend it. Include a cover letter with the first year's return explaining the situation and referencing all the years being corrected. This gives the IRS the full picture upfront and can actually help with penalty considerations. **SE Tax Impact:** At $80k/year, you're looking at roughly $11,304 in additional SE taxes per year (15.3% on the full amount since it's under the Social Security wage cap). Over 4 years, that's significant. However, remember that half of the SE tax is deductible on the individual return, which will reduce the overall impact somewhat. **Pro tip:** File Form 9465 (Installment Agreement Request) along with the amended individual returns to get the payment plan process started immediately rather than waiting for assessment letters. The key is being proactive about both the corrections and the payment arrangements - the IRS is much more cooperative when you come to them first.

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One thing I haven't seen mentioned yet is the importance of documenting your correction process thoroughly. Keep detailed records of every amended return filed, every payment made, and all correspondence with the IRS. This documentation becomes crucial if there are any disputes later or if the IRS has questions about your corrections. Also, consider requesting penalty abatement letters for each tax year once you've filed the corrections and made payments. The IRS sometimes grants relief for reasonable cause, especially when businesses proactively correct mistakes. Your cooperation in fixing this voluntarily could work in your favor. For the partner who was incorrectly paid through payroll, make sure they understand they'll need to file amended individual returns (1040X) for each affected year. The timing matters here - generally you have 3 years from the original due date to amend and claim refunds, so depending on when those original returns were filed, some years might be getting close to that deadline. Finally, once this is all corrected, establish proper ongoing procedures to prevent this from happening again. Set up quarterly partnership meetings to review tax obligations and consider working with a bookkeeper or accountant who understands partnership taxation.

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This is excellent advice about documentation! I'm just starting to navigate a similar partnership mess and hadn't thought about the 3-year deadline for amended returns. That's a really important point - some of those earlier years could be running out of time for the partner to claim any refunds they might be owed. One question about the penalty abatement process - do you request that after all the corrections are filed and processed, or can you submit the abatement request along with the amended returns? I'm wondering about the timing since we want to be proactive but don't want to slow down the correction process. Also, when you mention establishing proper procedures going forward, what specific systems would you recommend for a small partnership to stay on top of quarterly obligations? We definitely don't want to end up in this situation again.

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Great question about timing! You can actually request penalty abatement at different stages: **Timing Options:** - Submit abatement requests with the amended returns using Form 843 (Claim for Refund) - this can help get everything processed together - Wait until after assessment notices are received, then request abatement - sometimes easier to argue specific penalty amounts this way - Request abatement after making partial payments to show good faith I'd recommend submitting the abatement request along with your amended returns, especially since you're voluntarily correcting. Include a detailed explanation of reasonable cause (reliance on incorrect advice, business complexity, etc.). **For ongoing procedures, here's what works well:** 1. **Quarterly calendar reminders** for estimated tax payments and partnership obligations 2. **Monthly bookkeeping reviews** to catch classification issues early 3. **Annual tax planning meetings** in Q4 to review entity structure and compliance 4. **Professional oversight** - even if just annual CPA review of your processes **Pro tip:** Set up a simple partnership compliance checklist that includes K-1 preparation deadlines, extension filing dates, and state requirements. Many small partnerships fail because they treat it like a simple business structure when it actually has significant ongoing compliance requirements. The key is building systems now while this correction process is fresh in your mind - you'll never want to go through this again!

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Aidan Percy

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One thing to keep in mind is that the IRS has specific rules about when you can use a child's SSN that was issued after the tax year ended. Since your son got his SSN in November 2024, you should be able to use it for amending your 2022 and 2023 returns. The IRS generally allows this as long as the child was a U.S. citizen or resident alien during the tax year in question. Also, don't forget about the Earned Income Tax Credit (EITC) if you qualify! With a qualifying child and Head of Household status, you might be eligible for this credit too, which could add even more to your refund. The EITC amounts were pretty substantial in 2022 and 2023 for taxpayers with children. I'd recommend using the IRS's Interactive Tax Assistant tool on their website to double-check all the credits you might qualify for before filing your amendments. It's free and can help ensure you're not missing anything.

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Ethan Clark

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This is really helpful information! I hadn't thought about the Earned Income Tax Credit - that could be significant additional money. When you mention using the child's SSN that was issued after the tax year, do I need to include any special documentation with my amended returns explaining when he got his SSN, or does the IRS system automatically handle that? I want to make sure I do everything correctly to avoid any delays or questions.

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Lilah Brooks

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I went through a very similar situation when my daughter finally got her SSN after being born abroad. The good news is that you don't need to include special documentation about when your son received his SSN with your amended returns. The IRS system handles this automatically - they understand that SSNs issued after the tax year can be used for amendments as long as the child qualified as your dependent during those years. Just make sure when you file Form 1040-X for each year that you clearly enter your son's SSN in the dependent section and check the box indicating you're adding a dependent. The IRS will cross-reference this with Social Security Administration records. One tip: when you calculate the EITC, use the IRS EITC Assistant tool online first to get an estimate of what you might qualify for. With Head of Household status and one qualifying child, you could be looking at substantial credits for both years. Also consider if you paid for childcare - you might qualify for the Child and Dependent Care Credit too, which would go on Form 2441. The whole process took about 6 months for my amendments to be processed, but the refunds were definitely worth the wait. Just be patient and keep copies of everything you submit!

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This is such valuable insight! The 6-month processing time is good to know - I was wondering how long to expect. Quick question about the Child and Dependent Care Credit on Form 2441 - does that apply even if I was paying informal childcare costs (like paying a neighbor or family member to watch him) or does it have to be a licensed daycare facility? I want to make sure I'm claiming everything I'm eligible for but don't want to include anything that might not qualify.

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As someone new to this community, I really appreciate all the helpful advice shared here! I'm in a similar boat - just switched jobs and my spouse started freelancing, so figuring out our withholding has been a nightmare with the IRS calculator. Reading through everyone's experiences, it sounds like the consensus is to aim for "good enough" rather than perfect precision. That's honestly such a relief to hear! I was spending hours trying to account for every possible scenario and driving myself crazy in the process. The suggestions about alternative tools like taxr.ai and FreeTaxUSA's calculator are really helpful. Sometimes you just need a different interface to make the same math more understandable. And the tip about the safe harbor rule for avoiding underpayment penalties is something I definitely need to look into more. Thanks everyone for sharing your real-world strategies. It's reassuring to know that even tax professionals recommend the "set it and forget it" approach rather than constantly adjusting. I think I'll update our W4s once to account for our major changes and then try to resist the urge to tinker with them every month!

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QuantumQuest

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Welcome to the community! Your situation with the job switch and spouse starting freelancing is exactly the kind of scenario that makes the new W4 system feel overwhelming. You're definitely not alone in feeling frustrated by it. I love that you picked up on the "good enough" theme running through this discussion - it really is liberating once you accept that you don't need to be perfect. The old system taught us to think there was one "right" number, but tax withholding is really more of an art than a science when you have multiple income streams. For your spouse's freelancing income, don't forget about quarterly estimated payments! That might actually be easier to manage than trying to adjust your W2 withholding to cover both incomes. Many people find it simpler to handle the 1099 income separately through estimated payments rather than trying to make their W4 do all the heavy lifting. Good luck with your W4 updates, and remember - if you end up owing or getting a refund at tax time, it's not a failure, it's just information for next year's planning!

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Welcome to the community! I'm also relatively new here and have been struggling with the exact same W4 calculator issues. It's so validating to read through this thread and realize I'm not the only one finding the new system unnecessarily complicated. Like many of you, I really miss the simplicity of just picking a number between 0-9. The current calculator feels like it's designed by people who have never actually had to use it in real life - all those confusing questions and scenarios that may or may not apply to your situation. I'm definitely going to try some of the alternatives mentioned here, especially taxr.ai since multiple people have had good experiences with it. The idea of getting clear W4 instructions without having to navigate that maze of IRS questions sounds amazing. The "good enough" philosophy that's emerged in this discussion is exactly what I needed to hear. I've been stressing myself out trying to account for every possible income change when really I should just aim to get in the ballpark and adjust at tax time if needed. Thanks everyone for sharing your experiences - it's made me feel much less alone in this struggle!

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Salim Nasir

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I've been dealing with Fidelity 1099-Rs for several years now, and this thread is absolutely spot-on with the advice. Just wanted to add one small detail that might help future filers: when you're looking at your 1099-R form, you'll notice that the payer information is actually formatted in multiple lines on the document, but tax software typically wants just the primary entity name in a single field. The key is recognizing that "FIDELITY INVESTMENTS" is the registered business entity that has the relationship with the IRS, while "INSTITUTIONAL OPERATIONS CO." is just their internal processing division. Think of it like how you might receive a statement from "Bank of America" even though it's processed by "Bank of America Consumer Operations" - for tax purposes, you'd use the main bank name. I've filed using "FIDELITY INVESTMENTS" with FreeTaxUSA for the past four years without any issues. The EIN matching system works exactly as everyone has described here. Don't let the complex formatting on the physical form intimidate you - the IRS systems are designed to work with standardized entity names, not every operational detail. Great discussion everyone - this should definitely help anyone facing this same confusion in future tax seasons!

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Sean Kelly

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Your bank analogy is perfect! That really helps clarify the distinction between the registered business entity versus internal processing divisions. As someone completely new to retirement distributions, I was getting caught up in trying to figure out which parts of the multi-line payer information were "important" versus just operational details. The way you explained it - that "FIDELITY INVESTMENTS" is the entity with the IRS relationship while "INSTITUTIONAL OPERATIONS CO." is just their internal processing arm - makes the logic behind using the simplified name so much clearer. It's similar to how I wouldn't include every departmental code when writing a check to a utility company. This thread has been incredibly educational for me as a newcomer to this community. Everyone's real-world experiences and explanations have transformed what seemed like a confusing formatting question into a clear understanding of how the IRS matching system actually works. I feel much more confident about handling not just this specific Fidelity issue, but similar situations with other financial institutions in the future. Thanks for adding that helpful perspective - the combination of practical experience and clear analogies really drives the point home!

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Luca Russo

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I've been lurking in this community for a while and just had to jump in to thank everyone for this incredibly thorough discussion! As someone who just received my first ever 1099-R from Fidelity (early retirement distribution), I was completely lost about the payer name issue until I found this thread. The consensus is crystal clear: use "FIDELITY INVESTMENTS" as the payer name, make sure the EIN from Box 12 is entered correctly, and don't worry about all the subsidiary department information. What really helped me understand this was the explanation about how the IRS matching system works - it's designed around EINs and primary entity names, not every operational detail that appears on the forms. I just finished entering my information in FreeTaxUSA using this approach, and the software accepted it without any validation errors. The auto-populate feature someone mentioned actually worked perfectly - after I entered the EIN, it suggested "FIDELITY INVESTMENTS" as the payer name, which gave me extra confidence I was doing it right. This thread should be pinned as a reference guide! The combination of professional tax preparer insights, former IRS perspective, and multiple real-world success stories makes it an incredibly valuable resource for anyone dealing with retirement distributions. Thanks to this community for turning what seemed like a scary tax question into a completely manageable part of my filing process.

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Mei Lin

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Welcome to the community and congratulations on successfully navigating your first 1099-R! It's great to hear that FreeTaxUSA's auto-populate feature worked so smoothly for you - that's exactly the kind of validation that confirms you're on the right track. Your experience with the software suggesting "FIDELITY INVESTMENTS" after entering the EIN is particularly valuable for future readers. It shows that the tax software companies have designed their systems around the same matching logic that the IRS uses, which reinforces why the simplified approach works so well. As someone new to retirement distributions myself, I really appreciate how this thread has become such a comprehensive resource. The way everyone has shared both their successes and their mistakes has made it so much easier to understand not just what to do, but why it works that way. It's exactly the kind of community knowledge-sharing that makes dealing with complex tax situations much less intimidating. Thanks for adding your successful filing experience to the discussion - it's always reassuring to hear from someone who just completed the process without any issues!

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Ella Knight

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This is incredibly encouraging news! I've been working in estate administration for about 5 years now, and the processing delays have been one of the most stressful aspects of the job. Having to constantly explain to grieving families why they can't access or distribute assets for 2+ years has been heartbreaking. The 18-month processing times you're seeing align with what we've experienced recently as well. We had two 706 returns come back within 15 and 17 months respectively, which was shocking after years of much longer waits. It's such a relief to be able to give clients more realistic expectations again. I'm particularly interested in your mention of the 706-NA processing in 11 months - that's remarkable! Non-resident estate returns used to be even slower than domestic ones in my experience. One thing I've been wondering about is whether this improvement extends to more complex estates with business valuations or significant charitable deductions. Have you seen faster processing across all types of estates, or mainly the more straightforward ones? I have a complex estate with a family business interest that we filed 8 months ago, and I'm cautiously hopeful it might move faster than the 30+ months we used to expect for these cases.

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Axel Far

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Great question about complex estates! In my experience, the processing improvements have been more noticeable for straightforward estates, but we are seeing some positive movement on complex cases too, just not quite as dramatic. For estates with business valuations like yours, I'd estimate you're looking at somewhere in the 20-24 month range now instead of the 30+ months we used to see. The IRS still needs more time to review business appraisals and ensure valuations are reasonable, but even that review process seems to be moving faster. One thing that might help with your family business case - if you haven't already, make sure the business valuation report is extremely comprehensive with detailed comparables and methodology explanations. We've found that thorough appraisals with clear supporting documentation tend to get through review faster than those requiring follow-up questions from the IRS. The charitable deduction cases I've handled recently have actually processed quite well - those seem to benefit from the IRS having clearer guidelines for reviewing charitable transfers. Your 8-month timeline puts you in a good position to potentially see resolution in the next 12-16 months if everything was submitted cleanly.

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Mason Davis

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This is fantastic news to hear! As someone who recently started handling estate administration, the improved processing times give me so much more confidence in setting realistic expectations with clients. I've been using a combination of the tools mentioned here - both taxr.ai for ensuring complete submissions and Claimyr when I absolutely need to reach the IRS directly. The taxr.ai system has been invaluable for catching potential issues before filing, and I actually used Claimyr last month to get clarification on a complex valuation question that could have delayed processing for months. What really strikes me about this thread is how much the client experience has improved. Being able to tell families that their 706 will likely be processed in 14-20 months instead of 30+ months makes such a difference during an already difficult time. The beneficiary communication features in these newer tools have also been game-changers for managing expectations and reducing those anxious phone calls we all know too well. I'm cautiously optimistic that these improvements represent a real systemic change at the IRS rather than just a temporary backlog clearance. The combination of better IRS processing and these new professional tools is making estate administration much more manageable for both practitioners and families.

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This is really helpful to hear from someone newer to the field! I'm just starting out in estate administration myself and have been overwhelmed by all the variables that can affect processing times. The combination of tools you mentioned sounds like a smart approach - using taxr.ai upfront to avoid mistakes and having Claimyr as a backup when you need direct IRS contact. Your point about client communication really resonates with me. I've been struggling with how to manage family expectations, especially when emotions are already running high from the loss. Being able to give them realistic timelines and regular updates through these platforms seems like it would reduce so much stress for everyone involved. How do you decide when to use Claimyr versus just waiting it out? I'm trying to figure out the right balance between being proactive and being patient with the IRS process.

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