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One more thing to consider - the deadline for filing 1099s with the IRS is January 31, which is earlier than it used to be years ago. If this is your first time filing, don't get caught by surprise! Also, make sure you're collecting W-9 forms from vendors BEFORE you pay them, not scrambling to get them in January. I learned this the hard way when several of my vendors were impossible to reach when I needed their tax info.
Do you have to mail physical copies to vendors or can you send them electronically?
You can distribute 1099s to recipients electronically, but you need their consent first. There are specific IRS requirements for electronic consent and distribution. For filing with the IRS, you can submit 1099s electronically through the FIRE system if you have many to file, or use the IRS Filing Information Returns Online (IRIN) service for smaller numbers. Some tax software and services will handle this electronic filing for you.
This is such a common confusion for new S Corp owners! Your accountant is absolutely right about the 1099 requirement. I went through the exact same thing my first year and was shocked to learn about all the paperwork involved. One tip that really helped me: create a vendor tracking spreadsheet at the beginning of each tax year. Include columns for vendor name, business structure (sole prop, LLC, corp), total payments, and whether a W-9 is needed. Update it quarterly so you're not scrambling in January. Also, don't forget that the penalties for not filing required 1099s can be pretty steep - up to $280 per form if you're really late. The IRS has been cracking down on this more in recent years, so it's definitely worth getting compliant even if other people in your industry aren't doing it properly. Your colleague who says she's never had to issue them is probably either working with mostly incorporated vendors (who don't need 1099s) or simply not complying with the requirement. Better to be safe and follow your accountant's advice!
This is really helpful advice! I'm also a first-year S Corp owner and had no idea about the vendor tracking spreadsheet idea. Do you happen to have a template you could share, or do you know where I might find one? I'm worried I'm going to miss someone when it comes time to file since I've been pretty disorganized with my record keeping so far. The penalty amounts you mentioned are definitely motivating me to get my act together!
As a newcomer to rental property ownership myself, I found this thread incredibly helpful! I just wanted to add one thing that really simplified Section 168 for me when I was learning about it: Think of depreciation as the IRS acknowledging that your rental property is essentially a "business asset" that wears out over time, just like equipment in any other business. Even though real estate often appreciates in value, the tax code treats the building portion as if it's slowly wearing out over 27.5 years. The beautiful thing is that this "paper loss" from depreciation can often make your rental property show a tax loss on paper even when it's actually generating positive cash flow. This can potentially offset income from your day job, depending on your income level and involvement in managing the property. I'd definitely echo what others have said about keeping meticulous records and consulting with a CPA who understands real estate. The depreciation deduction alone can save you thousands per year, making it one of the most valuable aspects of rental property ownership from a tax perspective. Best of luck with your new investment property - you're asking all the right questions!
This is such a helpful way to think about it! The "business asset wearing out" analogy really clicks for me. I've been struggling to wrap my head around how something that's likely gaining value (my rental property) can simultaneously be "depreciating" for tax purposes, but framing it as the IRS's way of recognizing that buildings need maintenance and eventually replacement makes it much clearer. The point about potentially showing a paper loss while having positive cash flow is fascinating - I hadn't considered how that might affect my overall tax situation beyond just the rental income itself. That could be a game-changer depending on how much rental income I generate versus my regular job. Thanks for adding that perspective! It's really reassuring to hear from other newcomers who've recently gone through this same learning process. Sometimes the explanations from experienced landlords can feel a bit advanced when you're just starting out, so hearing it broken down by someone who recently figured it out themselves is super valuable.
This entire thread has been incredibly educational! As someone who literally just closed on my first rental property last week, I was feeling completely overwhelmed by all the tax implications I'd need to figure out. Section 168 was one of those mysterious codes I kept seeing mentioned but couldn't find a clear explanation for anywhere. What I'm taking away from all these responses is that depreciation under Section 168 is essentially a mandatory tax benefit that reduces my taxable rental income each year by treating the building as if it's wearing out over 27.5 years. Even though I'm not actually spending that money annually, I get to deduct it, which lowers my taxes now (with the understanding that I'll deal with depreciation recapture when I sell). The practical tips about separating land from building value using property tax assessments, keeping detailed records of all improvements vs repairs, and setting up a separate business checking account are exactly what I needed to hear. I'm definitely going to look into getting a consultation with a real estate-focused CPA before filing my first return as a landlord. It's so reassuring to see other newcomers asking the same questions I have and getting such detailed, helpful responses from experienced rental property owners. This community is amazing for breaking down complex tax concepts into actually understandable advice. Thank you everyone for sharing your knowledge and experiences!
Congratulations on closing on your first rental property! You've really summarized the key points perfectly - Section 168 depreciation is indeed that mandatory tax benefit that can significantly reduce your annual tax burden while you build wealth through real estate. One additional tip I'd suggest since you just closed: make sure to get a clear breakdown of your closing costs, as some of those expenses might also be depreciable or immediately deductible. Things like title insurance and recording fees are typically added to your basis (increasing your depreciable amount), while loan origination fees might be deductible over the life of the loan. Also, since you mentioned feeling overwhelmed by tax implications, consider starting a simple spreadsheet or using a property management app right from day one to track every single expense related to the property. Even small things like trips to Home Depot for lightbulbs or your mileage driving to check on the property can add up to meaningful deductions. The fact that you're asking these questions before you even have your first tenant shows you're approaching this investment with the right mindset. Most new landlords figure out the tax benefits after making costly mistakes in their first year. You're already ahead of the game!
I went through this exact same situation two years ago and can definitely relate to the stress of discovering you've been reporting the wrong basis for multiple years! The consensus here is correct - you really should file amended returns for all three years (2020, 2021, 2022) rather than just correcting it going forward. I know it seems like a hassle, but Form 8606 creates an official paper trail with the IRS for your nondeductible contributions, and having incorrect basis amounts on file will cause problems down the road when you take distributions. One thing I'd add is to make sure you understand WHY your basis calculations were wrong in the first place. Common mistakes include not properly tracking contributions that span tax years (like contributions made in early 2021 for tax year 2020), or incorrectly including rollover amounts in your basis calculations. When you file your 1040-X forms, be very clear in Part III about what you're correcting. Something like "Correcting basis amount reported on Form 8606 for nondeductible IRA contributions" helps the IRS processors understand exactly what they're looking at. The good news is that since you haven't taken any distributions yet, this is purely a record-keeping correction with no immediate tax impact. But getting it fixed now will save you major headaches (and potentially double taxation) in the future.
I went through a very similar situation about 18 months ago - discovered I had been calculating my Form 8606 basis incorrectly for three consecutive years. The stress of realizing the mistake was overwhelming at first, but I can confirm that filing amended returns was absolutely the right path forward. One thing I learned during this process is that the IRS actually appreciates when taxpayers proactively correct these types of errors, especially when no additional tax is owed. In my case, like yours, I hadn't taken any distributions yet, so there was no immediate tax impact. The amendment process itself was more straightforward than I expected. For each year, I filed Form 1040-X with a corrected Form 8606 attached. In Part III of the 1040-X, I wrote something like "Correcting nondeductible IRA contribution basis reported on Form 8606 - see attached corrected form." The IRS processed all three amendments without any issues or follow-up questions. What really helped me was creating a detailed worksheet showing my correct basis calculations for each year, including how the errors carried forward from year to year. This became invaluable reference material when preparing the amendments and will be helpful for future tax filings. Don't beat yourself up too much about the mistake - Form 8606 can be tricky, and basis tracking errors are more common than you might think. The important thing is that you caught it before taking distributions and are taking steps to fix it properly.
This is really reassuring to hear from someone who went through the exact same situation! I'm curious about the detailed worksheet you mentioned - did you create that yourself or use a specific template? I'm trying to figure out the best way to organize my corrected basis calculations to make sure I don't make any more errors when preparing the amendments. Also, roughly how long did it take for the IRS to process your three amended returns? I'm hoping to get this resolved relatively quickly since I'm planning to start taking some distributions in the next year or two.
I'm about 7 months into waiting for my ERC refund after filing 941X in September 2023, so reading everyone's experiences here is really helpful for managing expectations. My claim is for about $94k for my manufacturing business that had to shut down for 3 months in 2020. One thing I'd add to the great advice already shared - make sure you keep copies of EVERYTHING you send to the IRS. I sent my original 941X via regular mail (rookie mistake) and had no proof of delivery. Had to refile with certified mail which probably added another month to my timeline. Also, I've been checking my business bank account obsessively but based on what others are saying here, it sounds like the deposit just shows up without warning. That's both exciting and nerve-wracking! The uncertainty is definitely the hardest part, but seeing so many success stories gives me confidence that patient legitimate businesses like us will eventually get our refunds. Hopefully I'll be posting my own success story in the next few months. Thanks everyone for sharing your experiences - this thread is way more informative than anything I've found on official IRS sites!
Thanks for sharing your experience and that's such an important point about keeping copies of everything! I made the same mistake initially - almost sent my forms regular mail before my accountant stopped me. The certified mail receipt has become like a security blanket at this point. 7 months is a tough wait but based on what everyone else is reporting here, you should hopefully see your refund in the next 1-2 months. The $94k amount is substantial so I imagine they're being extra thorough with the review, but that also means when it comes through you can feel confident it's been properly vetted. Your point about the deposit showing up without warning is both exciting and terrifying! I've been checking my account multiple times a day even though I only filed 6 weeks ago. Sounds like I need to pace myself for the long haul. Really hoping you get to post that success story soon - and thanks for the reminder about keeping copies. I've got everything filed away but I'm going to make sure I have digital backups too just in case. This waiting game is brutal but this community makes it so much more bearable!
I'm about 5 months into waiting for my ERC refund after filing 941X in November 2023 for around $71k. My restaurant had to operate at 25% capacity for most of 2020 due to local restrictions, so I'm confident we qualify. What's been driving me crazy is the complete lack of communication from the IRS. At least with regular tax refunds you get some kind of status update, but with ERC claims it's like throwing paperwork into a black hole. I've tried calling dozens of times but never get through to a human. Reading through everyone's experiences here is really reassuring though. The 8-12 month timeline seems pretty consistent, which means I should hopefully see something in the next 3-7 months. I'm definitely going to try that Taxpayer Advocate Service suggestion to at least confirm my forms were received. The hardest part is not being able to plan cash flow when you're potentially sitting on a substantial refund. I've learned my lesson about counting on government timelines! But seeing so many success stories gives me hope that patience will eventually pay off. Thanks to everyone sharing their real experiences - this thread has been more helpful than months of trying to get information from official sources.
I completely understand that frustration about the lack of communication! I'm also relatively new to this whole ERC process and the silence from the IRS has been one of the most stressful parts. It's like you said - at least with regular tax returns you get some kind of tracking or status updates. I'm only about 2 months into my wait (filed in February 2024 for about $55k for my small consulting business that lost major contracts during the shutdowns), but reading everyone's experiences here has been incredibly eye-opening. The 8-12 month timeline seems pretty standard, which is way longer than I initially expected but at least now I can plan accordingly. Your situation with the restaurant capacity restrictions sounds very similar to what a lot of legitimate businesses went through, so I'm sure your claim will come through eventually. The Taxpayer Advocate Service tip that others mentioned seems like a great way to at least get some confirmation that your paperwork is in the system. I'm definitely learning not to factor this money into immediate cash flow planning. It's tough when you know there's potentially a substantial refund coming, but the uncertainty makes it impossible to rely on. Thanks for sharing your experience - it really helps to know we're all going through the same waiting game together!
Camila Castillo
Has anyone considered that the tax brackets might change before the end of 2025? Remember in 2020 when everything changed mid-year because of covid relief stuff? Maybe the IRS is hedging their bets with Publication 15-T in case Congress makes changes?
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Brianna Muhammad
ā¢That's actually a really good point. The TCJA provisions are set to expire soon, and there's been talk of new tax legislation before the end of next year. They might be building in some buffer to avoid major mid-year adjustments if tax laws change.
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Christian Burns
This is exactly the kind of systemic issue that makes tax compliance so frustrating for both employers and employees. I've been tracking this discrepancy across multiple clients this year, and it's definitely more pronounced than in previous years. What's particularly concerning is that this gap disproportionately affects middle-to-upper-middle income earners who don't typically need to make estimated tax payments. These are people who have always relied on payroll withholding to cover their full liability, and they're going to be blindsided next filing season. I think the IRS needs to be more transparent about these intentional buffers in their guidance. Publication 15-T should include a clear disclaimer explaining that the withholding tables may result in underpayment for certain income levels and circumstances. Right now, employers like us are left trying to explain to confused employees why their withholding doesn't seem adequate when we're following official guidance to the letter. Has anyone reached out to their payroll software vendor about this? I'm wondering if there are any patches or updates coming to help address this issue.
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Noah Ali
ā¢I completely agree about the transparency issue! As someone new to this community but dealing with the same frustration, I think the lack of clear guidance is creating unnecessary confusion for both HR professionals and employees. Have you considered filing feedback with the IRS about Publication 15-T? There's supposed to be a process for suggesting improvements to tax guidance documents. It might be worth organizing a collective response from payroll professionals who are seeing this pattern across multiple organizations. Also, regarding payroll software vendors - I'd be curious to know if they've received other reports about this discrepancy. Sometimes they have insights into IRS guidance that isn't publicly available yet, or they might be working on solutions we don't know about.
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