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This thread is incredibly thorough - thank you everyone for sharing your experiences! I'm in a similar boat with a family LLC that's had losses for years, and I never realized I should have been tracking these on Form 8582. One thing I want to add for anyone else reading this: make sure you understand the "material participation" aspect too. Even if you think you're not materially participating in the LLC activities, the IRS has specific tests for this. If you accidentally qualify as a material participant in some years, those losses wouldn't be subject to passive activity limitations and the carryforward calculations get more complicated. I learned this when reviewing my situation - there were a couple years where I spent significant time helping with property management that might have pushed me over the material participation threshold. This means some of my losses might not have been passive losses at all, which affects both the Form 8582 carryforward amounts and how much I can actually claim. Has anyone else run into this material participation complication when reconstructing their passive loss history? I'm wondering if it's worth the extra complexity to analyze each year individually or if most people just treat all LLC losses as passive for simplicity.
You raise an excellent point about material participation! This is actually a crucial consideration that can significantly impact your passive loss calculations. The IRS has seven specific tests for material participation, and if you meet any of them in a given year, your losses from that activity are NOT subject to passive activity limitations. The most common test that trips people up is the 500+ hour test - if you spent more than 500 hours in any year on the rental activities (including management, maintenance, tenant relations, etc.), you'd be considered a material participant for that year. There's also a "significant participation" test and several others that could apply. For your reconstruction, I'd strongly recommend analyzing this year by year rather than assuming all losses are passive. Here's why: if you were a material participant in certain years, those losses could have been used immediately against your ordinary income, meaning they wouldn't carry forward as passive losses at all. This could actually reduce your accumulated passive loss carryforward but might mean you already got the tax benefit in those years. Keep detailed records of your time and activities for each year if possible. Even rough estimates based on calendars, emails, or bank records showing property-related activities can help establish your participation level. A tax professional experienced with passive activity rules can help you work through each year's classification - it's definitely worth the complexity given the potential tax impact!
This is such a valuable discussion - I'm learning so much! I've been in a similar situation with passive losses from a family partnership that I never properly tracked on Form 8582. One additional consideration I haven't seen mentioned yet: if you're planning to eventually dispose of your interest in the LLC, make sure you understand the "complete disposition" rules. When you completely dispose of your entire interest in a passive activity, you can deduct all suspended passive losses against any type of income (not just passive income). This can make those accumulated losses even more valuable! The timing of when you dispose vs when you have passive income to offset can make a big difference in your tax strategy. If you're planning to sell your LLC interest or if the LLC might liquidate in the future, it might be worth holding onto those suspended losses for the complete disposition rather than using them against small amounts of passive income. I'm curious - for those of you who successfully reconstructed your passive loss carryforwards, did you also factor in potential future scenarios like complete disposition when deciding whether to pursue the analysis? And did your tax professionals help you think through the timing strategy, or did they mainly focus on getting the historical numbers correct?
I worked for the IRS for 6 years and can tell you that notices related to payments and confirmation of filing are among the items that CAN typically be paperless if you've opted in. Items that CANNOT be paperless usually include certified letters, certain collection notices, and initial examination notifications. Based on what you described, if you have a straightforward return with a scheduled payment, you should receive electronic notification when the payment processes. But if anything irregular is found in your return, you might get physical mail within 2-8 weeks of filing.
Thanks for sharing your experience! Quick question - if the return gets accepted without issues but the scheduled payment has a problem (like insufficient funds), would that notification come by mail or electronically?
I've been in a similar situation and understand how stressful this can be! From my experience, the key things that still come by physical mail despite paperless settings are legal notices, collection letters, and certain audit-related correspondence. For your specific situation with a straightforward e-filed return and scheduled payment, you should be fine with electronic notifications. However, I'd strongly recommend setting up USPS Informed Delivery as mentioned earlier - it's free and gives you a preview of incoming mail each morning via email. Also, consider that if you're this concerned about privacy, you might want to proactively get a small PO box for the next few months. It's relatively inexpensive and gives you complete control over when and how you receive any potential IRS correspondence. Just remember to officially update your address with the IRS using Form 8822 if you go that route. The timing window to watch for any potential mail would be roughly 3-8 weeks after filing, so you have a specific timeframe to be extra vigilant about mail interception if you choose not to get a PO box.
This is really helpful advice, thank you! I'm leaning towards getting a PO box just to be safe. One question - when you say to officially update the address with Form 8822, do I need to do this before my scheduled payment processes in mid-April, or can I do it after? I don't want to mess up my payment processing but also want to make sure any follow-up correspondence goes to the PO box.
Has anyone successfully used QuickBooks to handle this situation? I've got QB for each of my businesses but haven't figured out how to properly track payroll that's technically running through just one of them.
Yes! I use QuickBooks for my three LLCs (all single-member). The key is setting up "Due To/Due From" accounts between your companies. In the company that runs payroll, create journal entries that credit the appropriate expense accounts and debit "Due From Company X" for each employee that actually works for the other businesses. Then in the other company files, create matching entries that debit the appropriate expense accounts and credit "Due To Company Y" (the one running payroll).
This is a really common issue that trips up multi-business owners! The IRS absolutely does match 941 data to business tax returns through their automated systems, and mismatches are a major audit trigger. Here's what I'd recommend based on what I've seen work: **Short-term fix:** You'll likely need to file amended 941s (Form 941-X) to properly allocate the wages to each business under their respective EINs. This sounds scary, but if all the taxes were paid correctly (just under the wrong EIN), penalties are often minimal or waived. **Long-term solution:** Either set up separate payroll accounts for each business, or create formal management service agreements that document how one business is providing payroll services to the others. The second option requires monthly intercompany transfers and meticulous record-keeping, but it can work if done properly. **Critical point:** Don't try to "fix" this by reporting all wages on just the nail salon's return to match the 941s. That creates even bigger problems with expense allocation and could trigger questions about why your other businesses have no labor costs. The cost of fixing this properly is almost always less than dealing with an IRS audit later. Most payroll companies offer multi-entity discounts that make separate accounts more affordable than you might expect.
This is exactly the kind of comprehensive advice I was hoping to find! I'm in a very similar situation with two separate businesses (catering and consulting) where I made the mistake of running everything through one payroll to save money. Quick question - when you mention filing amended 941s, is that something I can do myself or do I definitely need to hire a tax professional? I'm comfortable with basic tax stuff but this feels like it could get complicated fast. Also, roughly how far back can you amend 941s if you've been doing this wrong for more than just a few quarters? The management service agreement approach sounds interesting too. Do you know if there are any IRS guidelines on what constitutes a "reasonable" markup for providing payroll services between related businesses?
Great questions! For amended 941s, you can technically file Form 941-X yourself, but I'd honestly recommend getting professional help for this situation. The form itself isn't too complex, but making sure you're allocating everything correctly across multiple businesses and understanding the potential penalty implications can get tricky. A tax pro who handles payroll issues regularly can often get this done faster and help you avoid additional mistakes. Regarding timing, you can generally amend 941s for up to 3 years from the original due date, but there are some nuances around when penalties might apply. If you've been doing this for multiple quarters, definitely consider professional help to minimize any penalty exposure. For management service agreements, the IRS doesn't publish specific markup guidelines, but they do look for "arm's length" pricing - basically what you'd pay an unrelated third party for the same services. A reasonable markup might be 5-15% to cover administrative costs and overhead, but it needs to be documented and consistent. The key is that it reflects actual costs and effort, not just arbitrary profit-taking between your own businesses. Hope this helps! This kind of situation is fixable, just needs to be handled methodically.
I'm dealing with a similar situation right now! My IP PIN keeps getting rejected even though I've triple-checked it against the IRS website. One thing that helped me was having my preparer try entering it in a different software - apparently some tax prep software has glitches with IP PIN validation that others don't have. My preparer switched from their usual software to a backup system and it went through immediately. Might be worth asking if your preparer has access to a different filing system to try? Also, make sure they're not accidentally including any spaces or dashes when entering the PIN - it should just be the 6 digits with no formatting.
That's a great point about the different software systems! I never would have thought that the tax prep software itself could be the issue. It makes sense that some programs might have bugs in their IP PIN validation that others don't. @47a53e2ea0f0 definitely worth asking your preparer if they can try a different system - seems like a simple thing to test before going through all the hassle of calling the IRS or filing on paper. Thanks for sharing that tip!
This is such a frustrating situation and unfortunately more common than it should be. I work in tax preparation and we've seen a significant uptick in IP PIN rejection issues this filing season, particularly with PINs issued in late January and February. A few additional troubleshooting steps that haven't been mentioned yet: 1. Check the exact timing - if your husband registered for the IP PIN very recently (within the last 2-3 weeks), there might be a system delay. The IRS database that validates IP PINs sometimes takes longer to sync with their issuance system. 2. Verify the Social Security Number on the return matches exactly what's in the IRS system. Even a transposed digit can cause the IP PIN to be rejected because it's tied to the specific SSN. 3. Ask your preparer to check if there are any pending identity verification flags on your account. Sometimes the IRS puts a hold on accounts that requires additional verification before the IP PIN will be accepted. 4. If you're filing jointly and only one spouse has an IP PIN, make sure the return is structured correctly - the IP PIN should only be entered for the person who has it, not both spouses. The phone route with the Identity Protection unit is definitely your best bet if these steps don't work. Yes, the wait times are brutal, but they can see exactly what's causing the rejection and issue override codes when necessary. Don't give up - this will get resolved!
AstroExplorer
This is why I switched to doing my own taxes with software! Too many privacy concerns with these big accounting firms now. They charge premium rates but then outsource the actual work to save money. Not cool.
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Giovanni Moretti
ā¢Not everyone can just switch to DIY tax software though. Some of us have complex situations with businesses, investments, multiple state filings, etc. Tax software can't handle everything, especially if you need actual tax planning advice.
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GalacticGladiator
I understand your concern about SSN security - it's completely valid to be worried about sensitive data crossing borders. What helped me was researching the actual legal framework around this. Under IRS regulations, your accountant remains fully liable for any data breaches or mishandling, regardless of where the work is performed. They're required to have written agreements with any third parties that include specific data protection requirements. Before making a decision, I'd suggest asking your accountant for: - A copy of their data security policy for offshore operations - Details about encryption methods used during transmission - Information about their partner's certifications (ISO 27001, SOC 2, etc.) - Confirmation that all work is reviewed by US-licensed CPAs before submission The CPA shortage is real - my research showed about 300,000 fewer people taking the CPA exam compared to a decade ago. Many firms are being forced into these arrangements just to serve existing clients during tax season. If you're still uncomfortable after getting these details, you might want to shop around for a smaller local firm that hasn't made this transition yet, though they may have longer turnaround times or higher fees.
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