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One mistake I see a lot - make sure your properties actually qualify as short-term rentals for tax purposes. Its not just about being on Airbnb. The average stay needs to be less than 7 days, and you need to be providing substantial services (similar to hotels). Also remember that material participation for each property is determined separately unless you make a grouping election. If your spending 600 hours combined across all properties, but only 150 on one of them, that specific property might not qualify as active without proper grouping.
Great question about the 7-day average and substantial services! The IRS looks at several factors to determine if you're providing "substantial services" similar to a hotel: - Daily housekeeping or frequent cleaning (you've got this covered) - Providing linens, towels, and toiletries (check) - Concierge-type services like local recommendations, booking activities - Maintenance and repair services - Guest communication and problem resolution Based on what you mentioned (linens, toiletries, coffee, cleaning between guests), you're likely meeting the substantial services test. The key is that these services are provided for the convenience of the occupant, not just basic property maintenance. For the material participation piece that Laura mentioned - you're absolutely right about the grouping election. With 600-700 total hours across multiple properties, Ethan should definitely consider making an election to group his rental activities together. This allows him to meet the material participation test for the entire grouped activity rather than each property individually. The election needs to be made by filing a statement with your tax return, and once made, it's generally binding for future years unless there's a material change in circumstances.
This is really helpful clarification on the substantial services test! I'm new to short-term rental investing and was worried I might not be doing enough to qualify for the business classification. One quick follow-up question - when you mention making the grouping election, is this something that needs to be done proactively on the first year's return, or can you make this election retroactively if you realize later that it would be beneficial? I'm planning to add more properties to my portfolio over the next couple years and want to make sure I handle this correctly from the start. Also, does anyone know if there are specific IRS forms or language that needs to be used for the grouping election statement?
Has anyone actually been audited when using personal cards for business? All this advice sounds good in theory but I'm wondering about real experiences.
I was audited in 2023 (for my 2021 taxes). I used both personal and business cards for my consulting business. The IRS didn't care at all about which cards I used - they only focused on whether the expenses were legitimate business expenses and if I had proper documentation.
I've been using a personal card for my freelance business expenses for over two years now, and I can confirm what others have said - the IRS really doesn't care about the card type. During my recent interaction with a tax professional, they emphasized that the key is maintaining clear separation in your accounting records. What I've found helpful is using a dedicated personal card ONLY for business expenses, even though it's technically a personal card. This makes reconciliation much easier in QuickBooks and gives you a clear paper trail. I also keep a simple spreadsheet with business purpose notes for each transaction, which takes maybe 5 minutes per week but gives me peace of mind. The audit risk doesn't increase just because you're using a personal card - it increases if your expense patterns look unusual for your industry or if you can't properly document business purposes. As long as you're disciplined about record-keeping and only deducting legitimate business expenses, you should be fine regardless of card type.
This is really helpful advice! I like the idea of using a dedicated personal card solely for business expenses - seems like the best of both worlds. Quick question though: when you say you keep a spreadsheet with business purpose notes, do you do this in addition to what's already in QuickBooks, or does this replace some of the QuickBooks documentation? I'm trying to figure out the most efficient way to handle this without overdoing the record-keeping.
@Freya Christensen The spreadsheet is really just a backup/supplement to QuickBooks, not a replacement. In QuickBooks, I enter the basic transaction details and categorize expenses, but sometimes the memo field isn t'enough space for detailed business purpose notes. My spreadsheet has columns for date, amount, vendor, and a detailed business "purpose column" where I can write things like client "meeting lunch with ABC Corp to discuss Q2 project scope instead" of just meals. "This" extra detail becomes invaluable if you ever need to justify expenses during an audit. It sounds like overkill, but it literally takes me 2-3 minutes per transaction to add these notes right after I make a purchase I (do it on my phone ,)and it s'saved me hours during tax prep. Plus my accountant loves having that level of detail when categorizing everything at year-end.
I'm a nurse and see this issue come up with patients all the time. The rule I always tell them is: if you prepaid for a SPECIFIC procedure with a set date and service, it's deductible when paid. If you put money into a general account or prepaid without knowing exactly what services you'd get, you have to wait until you actually get the service. Also make sure the medical expense is actually deductible. Remember you can only deduct the amount that exceeds 7.5% of your AGI, and only if you itemize deductions instead of taking the standard deduction.
That distinction makes a lot of sense, thank you! In my case, I paid for a specific procedure that was scheduled for the following year, so it sounds like I can deduct it on my 2022 taxes. And yes, even with this expense added, my medical costs will be about 9.2% of my AGI for 2022, so I should benefit from the deduction. I'm definitely itemizing because my mortgage interest and state taxes already put me well over the standard deduction amount.
One thing nobody's mentioned - make sure you keep REALLY good documentation. I went through an audit for medical expenses and they wanted to see proof of when I paid AND when I received services. Save everything - receipts, appointment confirmations, insurance EOBs, etc. The IRS is being super picky about medical deductions lately.
Do credit card statements count as proof of payment date? I have a lot of medical expenses but didn't keep all the paper receipts.
Credit card statements are definitely helpful as proof of payment date, but the IRS typically wants more detailed documentation too. You should try to get copies of the actual receipts or invoices from the medical providers if possible - most offices can reprint them even from previous years. The credit card statement shows you paid something on a certain date, but doesn't prove what specific medical service it was for. Having both the credit card statement AND the detailed receipt/invoice creates a much stronger paper trail if you ever get audited.
Had this exact issue. Called IRS after 4 weeks. They confirmed check was actually mailed. Started payment trace. Check arrived next day. Sometimes system updates before physical mailing occurs. Be patient. Almost there. Keep checking informed delivery.
Has anyone else noticed that the IRS seems to say checks are "mailed" before they actually hand them over to USPS? My refund was supposedly mailed on February 24th but didn't arrive until March 18th! I checked informed delivery every single day and was getting so anxious. Should I call them to ask what's happening? What if it got lost? How long should I wait before panicking?
Thank you all for the helpful information! I will wait until April 9th (4 weeks) before taking further action. I didn't know there was such a big gap between when they say it's mailed and when it actually arrives.
@Miranda Singer Your timeline is actually pretty typical unfortunately! The 3+ week delay you experienced matches what many of us have been seeing this tax season. The IRS mailed "date" seems to be when they approve it for Treasury processing, not when USPS actually gets it. I d'suggest waiting the full 4 weeks before calling - that seems to be the magic number when they ll'actually help you start a trace. The anxiety is totally understandable though, especially when you re'expecting it and checking informed delivery daily!
Miguel HernΓ‘ndez
Has anyone used TurboTax to file with Real Estate Professional Status? I'm not sure if it handles this situation correctly and I don't want to mess it up.
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Sasha Ivanov
β’I used TurboTax last year for my REPS filing and it actually does handle it pretty well. There's a section specifically for real estate professionals where you can indicate you qualify and it will then allow you to deduct your rental losses against your other income. Just make sure you have good documentation of your hours in case of an audit!
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Ryder Ross
Based on your numbers, you're unfortunately just short of qualifying for Real Estate Professional Status right now. With 850 hours on real estate activities, you easily meet the 750+ hour requirement. However, the "more than half your working time" test is where you fall short - your 1,500 consulting hours plus 850 real estate hours means real estate is only about 36% of your total working time. A few potential strategies to consider: 1. Could you reduce your consulting to part-time (maybe 20-25 hours/week) while maintaining income through higher rates? 2. Are there additional real estate activities you're not tracking? Time spent researching markets, attending real estate education courses, or networking with other investors all count toward your hours. 3. Consider whether some of your current activities could be reclassified - for example, time spent learning about tax strategies for rental properties counts as real estate professional time. The good news is you're not that far off. If you could shift the balance to where real estate represents 51%+ of your working time, you'd qualify and could deduct that $18,500 loss against your consulting income. Given the potential tax savings, it might be worth running the numbers to see if reducing consulting hours could actually increase your after-tax income overall.
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