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Another option that nobody's mentioned is that you can create an online account on the IRS website and access your tax records that way. Go to IRS.gov and look for "View Your Account." You'll need to create an ID.me account or login.gov account if you don't already have one. The verification process is kind of a pain (you need to upload ID and do a video selfie), but once you're in, you can see your tax records for multiple years. That's how I get mine without dealing with TurboTax's fees.
The ID.me verification is actually why I couldn't get my transcript online! They couldn't verify my phone for some reason and I got stuck in this endless loop. Has anyone found a workaround for the ID.me verification issues?
The ID.me system can definitely be frustrating. If you're having trouble with the automated verification, try their "video chat verification" option. It lets you speak with a human representative who can manually verify your identity. It takes longer (sometimes there's a waiting room), but it usually works when the automated system fails. Another option is to use the login.gov pathway instead of ID.me if it gives you that choice. Some people have better luck with one system versus the other.
Am I the only one who thinks it's ridiculous that we have to jump through all these hoops just to get copies of OUR OWN tax returns??? The tax prep companies charge us to prepare the returns, then charge again to access them later, and the IRS makes it incredibly difficult to get copies directly from them. The whole system seems designed to be as frustrating as possible!
It's not just you! The tax system in the US is deliberately complicated because tax prep companies lobby to keep it that way. Many other countries have simple tax filing systems where the government pre-fills your forms and you just verify them. But companies like H&R Block and TurboTax literally spend millions lobbying to prevent simplification because it would hurt their business model.
I had no idea about the lobbying thing, but it makes total sense. I lived in Sweden for a few years and filing taxes there took like 5 minutes - they sent me a pre-filled form and I just confirmed it was correct by text message. Coming back to the US tax system was a huge shock. I'm definitely going to be more careful about saving copies of everything from now on. Lesson learned the hard way!
Don't overlook the fact that you may be able to sue the tax preparer for damages! If they represented themselves as qualified and competent, and clearly weren't, you might be able to recover some of the penalties and interest through a lawsuit. I had to do this years ago and recovered about 60% of what I had to pay the IRS. Keep all communications with them, gather any advertising they did claiming expertise, and consult with an attorney. Many will take these cases on contingency if the amount is significant enough.
How much did that cost in legal fees though? Was it worth the hassle compared to just paying and moving on?
The attorney took 35% of what we recovered, but I didn't have to pay anything upfront. It was definitely worth it since I recovered about $8,500 after the attorney's cut, and I only had to participate in a couple of meetings and a deposition. The case never went to trial because the preparer's insurance company decided to settle once they saw the evidence. The whole process took about 6 months. Not a huge hassle considering the money recovered, and it felt good holding the preparer accountable.
One thing no one has mentioned yet - report this tax preparer to the IRS using Form 14157 (Complaint: Tax Return Preparer). This won't help your immediate situation but could prevent others from being hurt by this person. If they prepared a lot of bad returns, the IRS might take a more sympathetic view of all the affected taxpayers.
Yes! Absolutely do this. My neighbor reported a bad preparer and it actually helped her case because the IRS was already investigating them for multiple issues. They were more willing to work with her on penalties.
Thanks for the suggestion about Form 14157! I hadn't even thought about reporting the preparer, but that makes total sense. I'll definitely do that. My CPA actually mentioned that they've seen other clients who used the same person with similar issues, so it seems like this person has a pattern of preparing inaccurate returns.
10 I was in almost the exact same situation a few years ago! Based on my experience, here's what you should consider: With a duplex split 50/50, you'll likely do better with the standard deduction for your personal half unless you have significant other itemizable expenses (like major medical expenses or large charitable donations). The rental side is reported separately on Schedule E where you can deduct expenses regardless of whether you take standard or itemized deduction. Don't forget about depreciation on the rental portion! That's a big deduction many new landlords miss. And definitely take advantage of your Montana residency - that's a smart military tax move.
1 Thanks for the advice! I didn't even think about depreciation. Is that something I calculate myself or do I need an accountant? And are there any military-specific deductions I should know about with this setup?
10 Depreciation is actually pretty straightforward for residential rental property. The IRS lets you depreciate the building portion (not the land) over 27.5 years. You'll need to determine what portion of your purchase price was for the building vs. land - your property tax assessment often breaks this down, or you can use a reasonable estimate like 80% building/20% land in most areas. As for military-specific deductions, you can deduct unreimbursed moving expenses (still available for military even though civilians lost this deduction), and you may be able to exclude combat pay if applicable. If you paid state taxes in non-resident states where you were temporarily stationed, you might get credits for those in certain situations. I'd recommend talking to a military-experienced tax professional your first year with this setup.
22 Has anyone here used any particular tax software that handles the military + rental property situation well? I've used TurboTax in the past but it seems confused when I try to enter my duplex info and military status.
24 I've tried several and had the best luck with FreeTaxUSA. It handles the Schedule E for rentals really well and asks all the right questions about military service. Plus it's way cheaper than TurboTax especially if you have rental income - TurboTax forces you into their premium version for that.
22 Thanks! I'll give FreeTaxUSA a try. TurboTax was charging me nearly $200 for the premium version plus state filing, which seems excessive considering we get free filing options through Military OneSource.
Another option to consider: If you're using accounting software like QuickBooks, you can actually record this properly there first and it'll flow correctly to your tax forms. Here's how: 1. Record the purchase of the new laptop at full price ($1,450) 2. Record the trade-in as a "sale" of the old asset for $325 3. Make sure your old laptop has the correct remaining book value in your system The software will handle the calculations and depreciation correctly. This is what I do for all my business equipment, and it makes tax time so much easier.
Does this work the same way if I use FreshBooks instead of QuickBooks? I find the asset tracking in FreshBooks a bit confusing for trade-ins.
FreshBooks handles fixed assets a bit differently than QuickBooks. In FreshBooks, you'll need to create a new expense for the full amount of the new laptop, then create a "credit" entry for the trade-in value. It's not as automated for calculating the remaining book value, so you'll need to know the remaining undepreciated value of your old laptop. If you're using FreshBooks, I'd recommend creating a simple spreadsheet on the side to track your fixed assets, their original purchase prices, accumulated depreciation, and current book values. This makes it much easier at tax time and ensures you're reporting everything correctly when you have trade-ins or sales of business equipment.
Just to add a real-world example - I just went through this with my 2023 taxes. I traded in my old business MacBook ($2,100 original cost, depreciated to about $840 book value) for a new one that cost $2,300. Got $750 trade-in. The IRS considers this a "like-kind exchange" of business property. I deducted the full $2,300 for the new laptop, and had to recognize a small gain since my trade-in value ($750) was more than my remaining book value ($840). My accountant said as long as you have good records showing the original cost, depreciation taken, and the trade-in value, you're fine. The only tricky part is if you used the old laptop partially for personal use - then you have to allocate.
Paolo Marino
Consider using the 3-property rule for your 1031 identification. You can identify up to 3 potential replacement properties regardless of their fair market value. This would let you name your neighbor's property plus 2 backup options in case they don't sell in time. Gives you some flexibility while still targeting the property you really want.
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Amina Bah
ā¢Does the 3-property rule require you to buy all 3 properties, or can you just pick one of them? Sorry if that's a dumb question, I'm new to 1031 exchanges.
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Paolo Marino
ā¢Not a dumb question at all! With the 3-property rule, you can identify up to three potential replacement properties, but you only need to actually purchase one of them to complete your exchange. The rule just gives you options. You could identify your neighbor's property as your first choice, and then add two other viable properties as backups. As long as you acquire at least one of those identified properties within the 180-day completion period, your exchange will be valid. This approach gives you the flexibility to target the property you really want while having fallback options.
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Oliver Becker
I tried doing something similar last year and it didn't work out. My neighbor changed their mind about selling and I had to scramble to find another property within the 180 days. Ended up buying something I wasn't that excited about just to complete the exchange. Make sure you have solid backup options!
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Natasha Petrova
ā¢Was it still worth doing the exchange even though you had to settle for a property you weren't excited about? Did the tax savings justify it?
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