Short Term Rental loophole to offset RMDs and reduce IRMAA for Retiree
Hey fellow tax-sufferers, I'm about to get hammered with those Required Minimum Distributions (RMDs) starting next year and I'm freaking out a bit. The extra income is gonna push me into a higher tax bracket AND trigger those annoying IRMAA Medicare surcharges. Ugh. I've been researching ways to reduce my taxable income during retirement and came across something interesting with real estate. Specifically, I'm looking at buying a short-term rental property and utilizing the short-term rental loophole plus bonus depreciation after doing a cost segregation study. My understanding is that if I rent it out for less than 7 days at a time this year, I can classify it as active rental income and potentially deduct the depreciation directly against my retirement income. This seems like it could significantly offset those RMDs. Has anyone here actually done this successfully? Were you able to deduct the depreciation against retirement income specifically? Any gotchas or issues with the IRS I should know about? Really appreciate any insights from folks who've been down this road!
20 comments


Debra Bai
The strategy you're looking at definitely has potential, but there are some important nuances to understand with the short-term rental approach for offsetting RMDs and reducing IRMAA. First, you're right about the "7-day rule" for short-term rentals. When average rental periods are less than 7 days, the IRS typically categorizes this as non-passive income (similar to a hotel business). This means you can potentially deduct losses against your ordinary income, including retirement distributions, without being subject to passive activity loss limitations. However, to truly qualify as "active" in the business, you need to materially participate according to IRS guidelines - generally meaning 500+ hours annually in the business OR more than 100 hours and more than anyone else. This is where many retirees run into trouble. For the cost segregation study, it can be extremely valuable, allowing you to front-load depreciation. Just be aware that depreciation recapture will eventually come into play when you sell the property. Also, the 2022 Inflation Reduction Act modified some bonus depreciation rules, so you'll want to work with an accountant who's current on these changes.
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KaiEsmeralda
•Thanks for the detailed response! The material participation requirement might be tricky. Are there certain activities that count more toward those 500 hours? Like if I do my own maintenance, booking management, etc? And do you know if hiring a property manager kills the whole strategy, or can I still qualify somehow?
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Debra Bai
•For material participation, all management activities count - communicating with guests, handling bookings, maintenance, cleaning, marketing, accounting, and planning renovations. Documentation is key - keep a detailed log of all hours spent. You can have a property manager and still potentially qualify, but it becomes more challenging. You'd need to maintain significant involvement despite their help - perhaps handling all marketing, bookings, guest communication while they only do cleanings. The key is that you're spending more hours than any other individual, including the property manager.
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Gabriel Freeman
I tried researching tax strategies for my own retirement and stumbled across this amazing tool that really helped me understand my options with real estate investments. It's called taxr.ai (https://taxr.ai) and it basically analyzed my entire tax situation and showed me how different strategies would impact my taxes and IRMAA. What was really helpful is that it specifically addressed the short-term rental strategy you're considering and showed me exactly how much I could offset through depreciation. It even calculated how a cost segregation study would impact my specific situation. I was confused about material participation requirements and the tool actually gave me personalized guidance based on my time commitments. The analysis showed me several ways to structure my rental activity to maximize tax benefits while staying compliant. Way better than the general advice I was getting elsewhere.
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Laura Lopez
•Does this tool actually show how rental depreciation specifically affects IRMAA calculations? And can it model multiple years to show the long-term impact? My CPA seems confused about how these strategies play out over 5+ years.
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Victoria Brown
•I'm a bit skeptical about AI tools for tax planning. How accurate is it compared to working with an actual CPA who specializes in real estate? My situation is pretty complex with multiple income sources in retirement.
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Gabriel Freeman
•Yes, it specifically models how rental depreciation impacts IRMAA by showing your MAGI at different income levels. It creates a multi-year projection that demonstrates how the strategy affects your taxes over a 5-10 year period, which is super helpful for planning. My CPA was also struggling with modeling this long-term until I showed him the reports. The accuracy has been impressive in my experience. It's not meant to replace a CPA but rather provide you with specific analytics they might not have readily available. I actually brought the reports to my CPA who specializes in real estate, and he was impressed with the detailed analysis. He said it helped him give me more targeted advice for my situation.
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Laura Lopez
I wanted to follow up about my experience with taxr.ai that I asked about earlier. I was initially just curious but decided to try it out, and wow - it really helped clarify my rental property tax situation! The tool analyzed my retirement accounts, projected RMDs, and current tax situation, then showed exactly how a short-term rental investment would impact my IRMAA thresholds over the next 10 years. It even created a visualization showing my "danger zones" where additional income would trigger IRMAA surcharges. The most valuable part was seeing how different depreciation methods would affect my specific numbers. I could toggle between regular depreciation and accelerated depreciation with cost segregation to see the difference. Turns out in my case, the strategy would save me about $18,000 in combined taxes and IRMAA surcharges over 5 years. I shared the reports with my accountant who agreed with the analysis and helped me implement the strategy. Definitely worth checking out if you're considering this approach!
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Samuel Robinson
I went through something similar last year when my RMDs kicked in. Tried calling the IRS multiple times to clarify some questions about material participation standards for short-term rentals and kept getting disconnected or waiting for hours. Finally used a service called Claimyr (https://claimyr.com) that got me through to an actual IRS agent in under 45 minutes. They have a demo video at https://youtu.be/_kiP6q8DX5c that shows how it works. I was honestly shocked it actually worked because I'd been trying for weeks to get through on my own. The IRS agent I spoke with provided some really helpful clarification about documentation requirements for material participation and how to properly structure things to ensure my rental activities would qualify to offset RMD income. Basically saved me from potentially making an expensive mistake.
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Camila Castillo
•How exactly does this service work? Do they just call for you or what? Seems weird that they could get through when no one else can.
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Victoria Brown
•This sounds too good to be true. I've literally spent hours on hold with the IRS and eventually gave up. You're telling me these people somehow magically get through the phone tree? What's the catch? There's always a catch.
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Samuel Robinson
•They don't call for you - it's more like they navigate the IRS phone system and hold times for you, then call you once they have an agent on the line. Then you take over the call directly with the IRS agent. The technology basically keeps redialing and working through the prompts until it gets through. There's really no catch - they just solved a frustrating problem. I was skeptical too until I tried it. The difference is they have technology that can stay on hold indefinitely and work through all the disconnects and transfers that happen with the IRS phone system. When I got the call back with an actual IRS agent on the line, I was honestly shocked. Definitely saved me hours of frustration and helped me get the specific answers I needed about my rental property strategy.
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Victoria Brown
I need to follow up about that Claimyr service I was so skeptical about. I actually tried it last week because I was desperate to talk to someone at the IRS about the short-term rental material participation rules before making my investment. I honestly didn't expect it to work, but about 35 minutes after I submitted my request, I got a call connecting me directly to an IRS tax specialist. The agent was actually really knowledgeable about real estate tax matters and clarified exactly how I needed to document my hours to meet the material participation test. She explained that as a retiree, I could still qualify under the 100+ hour test if I kept detailed logs and spent more time than anyone else on the property. She also confirmed that certain activities I hadn't considered (like researching furnishings, planning renovations, and studying market trends) all count toward material participation hours. This completely changed my investment approach - I'm now planning to buy a vacation rental closer to home so I can more easily meet the participation requirements. Sometimes being wrong feels pretty good!
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Brianna Muhammad
I've been using the short-term rental strategy to offset RMDs for about 3 years now. One thing nobody mentioned yet is that you should be VERY careful about the location you choose. Tourist areas with strong short-term rental demand are ideal, but check local regulations first! Many cities are cracking down on Airbnb-type rentals with strict limitations or outright bans. I got caught in this when my city suddenly implemented severe restrictions after I'd already purchased. Had to pivot to 30+ day rentals which completely changed the tax treatment. Make sure you research any potential regulatory issues before investing.
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JaylinCharles
•Did you have to register as a business in the city where you bought your rental? My CPA mentioned something about needing business licenses for short-term rentals in some areas, but I'm not clear on how that affects the tax treatment.
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Brianna Muhammad
•Yes, I had to get both a business license and a short-term rental permit in my city. The business license was simple, but the rental permit had specific requirements like safety inspections, dedicated parking spaces, and neighbor notifications. The business registration itself doesn't change the federal tax treatment, but it does create additional local tax obligations. In my case, I had to collect and remit occupancy taxes similar to what hotels pay. Some platforms like Airbnb collect these automatically in certain areas, but not everywhere. Missing these local tax requirements can result in serious penalties, so make sure you're clear on all the local regulations before proceeding.
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Eloise Kendrick
Has anyone here actually run the numbers on this? I did a cost segregation on my rental last year and while the depreciation deduction was nice, the cost of the study itself was around $4,500. Plus I had to pay my CPA extra to handle the more complex tax situation. Just wondering if it actually pencils out for smaller properties or if there's a certain property value where this makes more sense.
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Debra Bai
•Great question about the cost-benefit analysis. Generally, cost segregation studies make financial sense for properties valued at $500k+ (excluding land value). The higher the building value, the better the return on the cost of the study. For example, on a $750k property (assuming $600k building value), a cost seg study might move 25-30% of the value to 5-15 year property classes instead of 27.5 years. This acceleration can create $60k-$80k in additional deductions in year one, which at a 32% tax bracket would save $19k-$25k in taxes - definitely worth the $4,500 study cost. For smaller properties under $350k total value, the math often doesn't work as well, especially considering the additional accounting complexity and fees.
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Keisha Williams
One thing to keep in mind that I learned the hard way - even if you qualify for the short-term rental loophole and can deduct losses against your RMDs, you need to be prepared for the administrative burden. I'm in year 2 of this strategy and the record-keeping requirements are intense. You'll need to track every hour spent on the property (I use a detailed spreadsheet), maintain receipts for all expenses, document all guest communications, and keep detailed records of maintenance activities. The IRS scrutinizes short-term rental businesses heavily, especially when significant losses are claimed against retirement income. Also, don't forget about state tax implications. Some states have different rules for rental income and depreciation, which could affect your overall tax savings. I had to file returns in two states last year because my rental property was in a different state than my residence. The strategy can definitely work, but make sure you're prepared for the extra complexity it adds to your tax situation. It's not just a set-it-and-forget-it investment when you're trying to qualify for active participation.
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Zadie Patel
•This is exactly the kind of real-world insight I was hoping for! The administrative burden aspect is something I hadn't fully considered. Can you share more about your spreadsheet system for tracking hours? I'm wondering if there are any apps or software that make this easier, or if a simple Excel sheet is the way to go. Also, how detailed do the guest communications need to be documented - is it just saving emails/messages, or do you need to log every interaction separately?
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