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I understand the temptation to not report it since it's through Venmo, but you really need to report this rental income. The $27k you collected is significant income that the IRS expects to see on your return. Here's what you should know: You'll report this on Schedule E (Rental Income), but the good news is you can offset a lot of it with deductions. Since you're renting out rooms in your primary residence, you can deduct the rental percentage of expenses like mortgage interest, property taxes, insurance, utilities, repairs, and even depreciation. For example, if the rented rooms represent 25% of your home's square footage, you can deduct 25% of your qualifying home expenses against that rental income. With your $12,400 in mortgage interest alone, that could be around $3,100 in deductions right there. Don't risk tax evasion charges over this - the penalties and interest aren't worth it, especially when proper reporting with deductions will likely result in much less tax than the 25% you're estimating. The IRS has been cracking down on unreported income, and payment apps are reporting more transactions than ever before. I'd strongly suggest getting help from a tax professional for your first year doing this to make sure you capture all the deductions you're entitled to and set up good record-keeping practices going forward.
This is really helpful advice! I'm curious about the record-keeping aspect you mentioned. What specific documents should I be keeping for the rental portion of my expenses? I assume I need receipts for repairs and utilities, but what about things like depreciation calculations or the square footage measurements? Should I be taking photos of the rooms or getting some kind of official measurement? I want to make sure I'm prepared if I ever get audited, especially since this is my first time dealing with rental income reporting.
Excellent question about documentation! For rental record-keeping, you'll want to maintain several key types of records: **Physical Documentation:** - Floor plan or sketch showing room dimensions and square footage calculations - Photos of the rental rooms and common areas (helpful for insurance and depreciation purposes) - Lease agreements or written arrangements with roommates, even if informal **Financial Records:** - All receipts for repairs, improvements, and supplies allocated to rental areas - Utility bills, insurance statements, property tax bills (you'll allocate percentages) - Bank statements showing rental income deposits - Records of any rental-related expenses like advertising for roommates **Calculation Documentation:** - Written explanation of how you determined the rental percentage (e.g., "2 bedrooms out of 4 total rooms = 50%" or square footage method) - Depreciation calculation worksheets (your tax software or preparer can help with this) The IRS doesn't require professional measurements, but your method should be reasonable and consistent. Many people use simple room counts or square footage measured with a tape measure. The key is being able to explain and justify your allocation method if questioned. Keep everything for at least 3 years after filing (longer for depreciation records), and consider scanning important documents to have digital backups. Good record-keeping from the start will save you major headaches later!
I completely understand your situation - I went through the exact same thing when I first started renting out rooms in my house! The short answer is yes, you absolutely need to report this as rental income, but it's not nearly as bad as you think once you factor in all the deductions you can take. Here's what helped me: First, calculate what percentage of your home is being rented out (either by square footage or number of rooms). Let's say it's 30%. You can then deduct 30% of your mortgage interest ($3,720), property taxes, insurance, utilities, and even depreciation against that $27k rental income. I was also worried about the Venmo payments, but honestly, with the new reporting requirements and the IRS getting more sophisticated about tracking unreported income, it's just not worth the risk. Plus, when I actually did the math with all the legitimate deductions, my tax liability was way less than I expected. My advice? Get a good tax software program or see a CPA for your first year doing this. They'll walk you through Schedule E and make sure you're capturing every deduction you're entitled to. The peace of mind is worth it, and you'll probably end up saving money compared to just ignoring the income and hoping for the best. Don't let the fear of taxes keep you from doing this properly - rental income from roommates is super common and the IRS has clear guidelines for handling it!
This is exactly the kind of reassuring real-world experience I needed to hear! I've been losing sleep over this situation, but your breakdown of the deduction percentages makes it seem much more manageable. Quick question - when you calculated your rental percentage, did you include shared spaces like the kitchen and living room in your calculations, or just the actual bedrooms being rented? I'm trying to figure out if I should count common areas that my roommates use along with me, or if those should be excluded since I use them too. Also, did you run into any issues with the IRS wanting specific documentation for how you calculated the percentage? I want to make sure I'm setting myself up correctly from the start.
Great question about shared spaces! I struggled with this exact calculation too. I ended up using what's called the "rooms method" where I counted the rented bedrooms plus a proportional share of common areas. So if I'm renting 2 bedrooms out of a 4-bedroom house, that's 50% of the bedrooms, and I applied that same 50% to shared spaces like kitchen, living room, and bathrooms. My CPA said this was a reasonable and commonly accepted approach. The alternative "square footage method" can get tricky with shared spaces because you have to decide how much of your kitchen usage vs. theirs to allocate. For documentation, I just kept a simple sketch of my house layout with room dimensions and a one-page explanation of my calculation method. The IRS has never questioned it, but having it written down gave me confidence that I could defend my numbers if needed. The key is being consistent - whatever method you choose, stick with it year after year. Honestly, once you get the system set up the first year, it becomes pretty routine. The biggest relief was realizing that this is a totally normal situation that thousands of homeowners deal with every year!
Has anyone here actually gone through with an S Corp to partnership conversion who can speak to the actual filing process? Our accountant seems unsure about the exact sequence of forms.
Our firm did this last year. The correct sequence was: 1) File Form 8832 electing to be treated as a partnership with a prospective effective date, 2) File a short-period final S Corp return (Form 1120-S) up to the day before the effective date, 3) Start filing Form 1065 partnership returns from the effective date forward. Make sure you check the "final return" box on the 1120-S. The IRS will send a confirmation letter of the entity change, which took about 6 weeks in our case.
Great question about the EIN! You can actually keep the same EIN when converting from S Corp to partnership status - the IRS doesn't require a new one for entity classification changes. The EIN stays with the legal entity (your LLC), not the tax election. For payroll continuity, you'll need to update your payroll processor and notify them of the entity classification change. Any owner-employees who were receiving W-2s as S Corp shareholders will need to transition to receiving partnership distributions and guaranteed payments instead. This means you'll stop withholding payroll taxes for owners and they'll need to start making quarterly estimated tax payments. One thing to watch out for - if you have employees who aren't owners, their payroll treatment stays exactly the same. It's only the owner compensation that changes from wages to partnership income.
This is really helpful info about keeping the EIN! I'm new to this whole entity classification thing, so forgive me if this is a basic question - when you say owner-employees will transition from W-2s to partnership distributions, does that mean they'll end up paying more in taxes? I'm trying to understand if there are any downsides to making this switch from the owners' perspective. Also, do the quarterly estimated payments need to cover both income tax and self-employment tax for the partnership income?
This has been such a comprehensive discussion! I wanted to add something that might help others who are just starting to deal with these vacation home complexities. One area that often creates confusion is the interaction between state tax treatment and federal vacation home rules. While we've covered the federal Section 280A limitations thoroughly, don't forget that some states have their own rules for vacation home deductions that might not align perfectly with federal treatment. For example, I've worked with clients who had vacation properties in states that don't conform to all federal passive activity loss rules, which created additional complexity in tracking state vs. federal carryovers. Make sure to research your specific state's treatment, especially if the property is located in a different state than where your client resides. Also, I'd recommend documenting your methodology for expense allocation between personal and rental use in your workpapers. The IRS could challenge how you allocated utilities, maintenance, depreciation, etc. between the personal and rental portions, so having a clear, defensible method documented upfront can save headaches later. Finally, consider the long-term strategy - if a vacation home consistently generates losses and the client isn't using the personal use days, it might make sense to convert it to a pure rental property to unlock those trapped losses under the more flexible passive activity rules.
This is such valuable insight about state conformity issues! I'm relatively new to vacation home taxation and hadn't considered how state rules might diverge from federal treatment. Could you give an example of how a state might treat vacation home losses differently? I'm particularly curious about states like Florida or Texas that don't have state income tax - do they present any unique considerations for vacation home owners, or is it mainly an issue with states that have their own complex tax codes? Also, your point about documenting the expense allocation methodology is excellent. Are there any particular allocation methods that are generally more defensible than others? I've been using a simple days-based allocation (rental days / total days used), but I'm wondering if there are more sophisticated approaches that might be more appropriate for certain types of expenses.
@Maya Diaz Great questions! For states without income tax like Florida and Texas, you re'right that there aren t'conformity issues since there s'no state income tax to worry about. The complexity mainly arises in states with their own tax codes. For example, some states don t'allow passive loss carryovers at all, while others might have different phase-out thresholds for the $25,000 rental real estate allowance. I ve'seen cases where California has different timing rules for when certain deductions can be claimed compared to federal treatment. Regarding allocation methods, the IRS generally accepts a days-based approach, but there are some nuances. For expenses that are more directly tied to rental use like (advertising, rental management fees, or repairs made specifically for tenants ,)those can often be allocated 100% to the rental activity. For shared expenses like utilities and general maintenance, the days-based method you re'using is typically the most defensible. Some practitioners use a more sophisticated approach for expenses like utilities - allocating based on actual rental vs. personal use periods rather than just total days in the year. For instance, if the property was only available for rent during certain months, you might allocate utilities only during those periods. Just make sure whatever method you choose is consistently applied and well-documented!
This has been an absolutely fantastic deep dive into vacation home loss limitations! As someone who's been preparing taxes for over 15 years, I can say these are some of the most nuanced rules in the tax code. I wanted to add one practical tip that has saved me countless hours of research: when dealing with clients who have vacation homes, I always start the engagement by having them complete a detailed questionnaire about their property use patterns for the past few years. This includes not just their own personal use, but any family member use, business use, and even days spent on major repairs or improvements. Getting this information upfront helps me immediately identify whether we're dealing with Section 280A vacation home limitations or Section 469 passive activity rules - or in complex cases, both types of losses from different periods. It also helps me spot potential issues like when someone thinks they're running a "business" rental but family use is pushing them into vacation home territory. One thing I haven't seen mentioned yet is the importance of the "principal residence" test under Section 280A. If the vacation home is used as the taxpayer's principal residence for any part of the year (not just vacation use), it can create additional complications in the allocation of expenses and loss limitations. This sometimes happens with clients who work remotely and spend extended periods at their "vacation" home. The recordkeeping suggestions throughout this thread are spot-on. I always recommend clients take photos of their property calendar or rental booking system at year-end to support their use calculations. Contemporary documentation is key if the IRS ever questions the personal use percentages.
This is such a comprehensive resource - thank you to everyone who's contributed! As someone new to the community and just starting to handle vacation home cases, I'm amazed at the complexity involved. @Zara Rashid, your questionnaire approach is brilliant! I can see how getting all that information upfront would prevent so many headaches down the road. I'm definitely going to implement something similar for my practice. One thing I'm still wrapping my head around is the interaction between all these different limitations. If a client has multiple rental properties - some vacation homes, some regular rentals - and also has other passive activities like limited partnership interests, how do you prioritize which losses get used first when there's passive income available? Is there a specific ordering rule, or is it taxpayer election? I imagine the strategy could vary significantly depending on which type of losses are more likely to be usable in future years vs. those that might get "trapped" indefinitely. Also, for the principal residence test you mentioned - does that apply even if someone is working remotely temporarily, like during COVID when many people spent extended time at vacation homes? I'm wondering if there are any recent guidance or cases addressing this scenario.
This thread has been incredibly helpful! I've been struggling with the exact same situation and was getting conflicting advice from different sources. The explanation about not double-counting the $19,500 on line 4a finally makes sense to me. I was also thinking I needed to report it as $64,000, but you're absolutely right - the Roth conversion isn't a new distribution, it's just moving already-distributed money between account types. What really helped me understand it was thinking about the money flow: 401(k) ā Traditional IRA ā Roth IRA. The actual "distribution" happened when it left the 401(k), not when it moved from Traditional to Roth. I'm definitely going to double-check my Form 8606 too after Connor's comment. I think I may have made some non-deductible contributions a few years back when my income was higher, which could reduce my taxable conversion amount. Thanks everyone for sharing your experiences - this is exactly the kind of real-world advice that's so hard to find in the IRS publications!
I'm so glad this thread exists! I was literally pulling my hair out trying to figure this out. I've been staring at my 1099-Rs for weeks and getting more confused every time I tried to research it online. The money flow explanation really clicked for me too - 401(k) ā Traditional IRA ā Roth IRA. When you think about it that way, it's obvious that the conversion isn't creating new taxable income, it's just changing the tax treatment of money that was already distributed. I actually called my old 401(k) provider thinking I was missing some forms, but they confirmed I only get 1099-Rs for the actual distributions out of the 401(k), not for the subsequent IRA-to-IRA movements. Now I just need to dig through my old tax returns to see if I ever made non-deductible IRA contributions. Fingers crossed I can reduce that taxable amount on line 4b!
This has been such a lifesaver of a thread! I was in almost the identical situation - had a 401k rollover to traditional IRA followed by a Roth conversion, and I was getting completely different answers from everyone I asked. What finally made it click for me was the money flow explanation that several people mentioned: the $19,500 only gets counted once on line 4a because it's the same money moving through different account types, not separate distributions. So it's definitely $44,500 on line 4a (both 401k rollovers) and $19,500 on line 4b (just the taxable conversion). I also want to echo what Connor said about Form 8606 - this is crucial if you've ever made non-deductible IRA contributions! I almost missed this and would have overpaid my taxes significantly. If you have any after-tax basis in your traditional IRA from previous non-deductible contributions, it reduces the taxable portion of your Roth conversion using the pro-rata rule. For anyone still confused, I'd recommend double-checking your old tax returns for Form 8606 filings - if you see any, you probably have basis that could save you money on this conversion!
This whole discussion has been incredibly enlightening! I'm a newcomer to this community but found myself in a very similar situation this tax season. I had rolled over my old 403(b) into a traditional IRA and then did a partial Roth conversion, and I was completely lost on the reporting. The money flow concept that everyone keeps mentioning really helped me understand why we don't double-count on line 4a. It's such a simple way to think about it - the distribution happened when money left the original retirement account, not when it moved between IRA types. What really caught my attention was the discussion about Form 8606 and non-deductible contributions. I think I may have made some of those back when my income exceeded the deduction limits, but honestly I'm not even sure where to look for that information. Would those show up on my old 1040s, or do I need to dig through other paperwork? Thanks to everyone who shared their experiences - as someone new to dealing with these complex retirement account moves, this real-world advice is invaluable!
Ravi Malhotra
I'm also in California and had to file a prior year return last month. I sent mine to the Ogden, Utah address that others mentioned, and got my refund about 6 weeks later, so can confirm that's correct. One thing to note - prior year paper returns take FOREVER to process compared to current year e-filed returns. The IRS is still catching up on their backlog, so be prepared to wait 3-4 months minimum. If you're expecting a refund, don't count on seeing that money anytime soon!
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Freya Christensen
ā¢Did you get any kind of confirmation when they received your return? I sent mine 2 months ago and have heard nothing...starting to worry it got lost.
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Diego Vargas
ā¢I didn't get any immediate confirmation when they received it, but you can check the processing status using the IRS "Where's My Refund" tool online if you're expecting a refund. For prior year returns without refunds, there's unfortunately no easy way to track them. If you're really worried it got lost, you could try calling the IRS (or using that Claimyr service others mentioned) to have them check if they received it. They should be able to look it up by your SSN. Two months isn't unusual for processing time though - I've heard some people waiting 4-6 months for prior year returns to be fully processed.
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Emma Swift
@Keisha Johnson - I completely understand your frustration with the multiple addresses! This is such a common confusion point. Just to add some clarity to what others have shared: The correct address for your California prior year 1040 without payment is indeed: Department of the Treasury Internal Revenue Service Ogden, UT 84201-0008 The confusion with the three different addresses you found is totally understandable - the Fresno center closed in 2021, Portland handles different types of returns, and some outdated websites still show old information. A few additional tips from my own experience filing prior year returns: - Write "PRIOR YEAR RETURN - [TAX YEAR]" clearly at the top of your Form 1040 - Use certified mail with return receipt requested - Keep complete copies of everything you send - Be patient - processing can take 12-20 weeks for prior year paper returns Sorry to hear about your dad's surgery situation - that's exactly the kind of life event that makes tax deadlines so stressful. You're doing the right thing by filing now, even if it's late. The IRS is generally understanding about late filing when there's no balance due. Hope this helps put your mind at ease about the mailing address!
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