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I used the H&R Block free online version last year and it didn't let me use Code L at all. I ended up having to pay for an upgrade just to access that feature. Such a rip-off considering I qualified for free filing otherwise! It seems like they deliberately limit these "obscure" features to force you into paid tiers, even though more and more people need them with all the online selling platforms sending out 1099-Ks now.
Yup, I had the same exact experience with TurboTax. Got all the way to the end of my return and then hit a wall when I needed to use specific codes on Form 8949. Had to pay $89 to upgrade to their "premier" version. They know exactly what they're doing with these limitations.
The whole tax prep industry is built on this kind of bait and switch. They advertise "free filing" knowing most people will hit some limitation that forces an upgrade. This 1099-K situation is just making it worse since more casual sellers are getting caught in the tax reporting net. I'm definitely trying FreeTaxUSA this year based on the recommendations here. Done with the big names and their upgrade games.
Has anyone tried the IRS Free File Fillable Forms for this? I know it's not as user-friendly as the guided software, but it should theoretically support all tax forms and codes including Schedule D with Code L on Form 8949, right?
Yes, the Free File Fillable Forms will absolutely work for this. It's basically just the electronic version of paper forms. The downside is you get zero guidance - you have to know exactly what you're doing and calculate everything yourself. But if you're comfortable with tax forms and just need access to the code L option, it'll work fine.
Something else to consider: cost difference. Tax attorneys typically charge $300-500/hour while CPAs are usually in the $150-300/hour range. If your issue is mostly about documenting legitimate business expenses rather than defending against serious allegations of tax fraud, a CPA is probably sufficient AND more affordable. Also, many tax situations can be handled in stages. You can start with a CPA to organize your documentation and respond to initial IRS inquiries. If things escalate to an audit or legal territory, you can bring in a tax attorney at that point.
Do you know if either CPAs or tax attorneys offer any kind of guarantee that they'll resolve the issue? I'm worried about paying someone a ton of money and still ending up with problems.
Neither CPAs nor attorneys can typically guarantee specific outcomes with the IRS - anyone who promises this should be viewed with suspicion. What they can guarantee is proper representation and application of their professional expertise. Most reputable tax professionals will clearly explain what they believe they can accomplish based on your specific situation and their experience with similar cases. They should be upfront about potential outcomes, both favorable and unfavorable. This transparency is actually a good sign of professionalism rather than a limitation of their services.
I'm actually both a CPA and have a tax law degree, and here's my quick take: For questionable business deductions around $15k, start with a CPA who specializes in small business/self-employment. Save the attorney for if/when the IRS actually proposes penalties or formal audit. Most IRS letters at this stage are just inquiries - they're asking for documentation, not accusing you of fraud. A good CPA can help organize your records, determine which deductions are defensible, and respond appropriately. Much more cost-effective approach.
Something nobody's mentioned yet - if your wife claimed these dependents and was audited, there should be specific reasons WHY her claim was rejected. Those reasons matter a lot for your situation. Did she fail the support test? Residency test? Relationship test? Something else? If you know exactly why she got rejected, you'll know what you need to prove differently on your amendment.
Thanks for pointing that out - I should have mentioned it. From what I understand from the audit letter, she failed the support test. The IRS determined she didn't provide more than 50% of their support over the year. In reality, I was the one paying most of the housing costs and expenses, but we filed separately and she claimed them.
That's exactly what I was getting at! If the support test was the issue, and YOU were actually the one providing most of the support, then you have a legitimate case for amending and claiming them. Make sure you gather documentation showing YOUR financial support: rent/mortgage payments, utility bills, grocery receipts, clothing purchases, medical expenses, school supplies, etc. Calculate the total cost of support for each dependent and show that your contribution exceeded 50% of that total. Bank statements and canceled checks can help establish the timeline and amounts. When you file the 1040X, include a clear statement explaining that you were the actual support provider, not your wife, and that's why her claim was rightfully rejected while yours should be accepted. The more organized and detailed your documentation, the better your chances of avoiding another audit or having your amendment approved if you are audited.
Has anyone used TurboTax to file an amended return for adding dependents? Their interface is confusing me...
Don't overwhelm yourself! I hadn't filed for 5 years and did it all in a month. My biggest tip: set up an IRS online account ASAP - it gives you wage transcripts showing all reported income. Make a timeline and tackle one year each weekend. For software, I used TaxAct for older years - cheaper than TurboTax and lets you file past years electronically when possible. Important: request installment agreement using Form 9465 if you can't pay all at once. The monthly payment can be as low as $25 depending on your situation.
Just remember state taxes too! Everyone's talking about federal, but depending on your state, you might have similar issues with unfiled state returns. Some states have different requirements and deadlines for back taxes. Also, if you moved between states during these years, you might need to file partial-year returns for multiple states. This gets complicated fast.
Yara Khoury
Quick tip from someone who's been doing this for years with a rental in Canada: keep really detailed records of WHEN and HOW you dispose of furniture. Take date-stamped photos of damaged furniture before discarding and save any receipts from donations. I got audited two years ago and they specifically questioned several furniture items that "disappeared" from my depreciation schedule. Having documentation made it easy to prove I hadn't sold the items for cash. For items you throw away due to damage, a photo and brief written statement saved me tons of headache.
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Keisha Taylor
ā¢Do you document this separately for each tax year, or do you just keep a running log of all furniture items? I'm trying to set up a system that won't be a complete mess 5 years from now.
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Yara Khoury
ā¢I keep a running spreadsheet with all furniture items, their purchase dates, costs, and depreciation schedule. Then I have a separate tab for disposed items where I record the disposal date, method (trashed, donated, sold), and any documentation I have. For tax filing purposes, I extract just that year's disposals. This system makes it easy to keep track over many years without creating a new document each tax season. I also back everything up with photos in a cloud folder organized by year of disposal. Might seem like overkill, but it saved me during that audit!
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Paolo Longo
Has anyone used TurboTax for reporting furniture depreciation and disposal for foreign rentals? Their interface seems really confusing for this specific scenario and I'm not sure it's calculating things correctly.
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Amina Bah
ā¢I wouldn't recommend TurboTax for this. I tried last year for my UK rental and it was a nightmare. It doesn't handle the separate tracking of multiple furniture items well at all. I ended up switching to a tax pro who specializes in expat taxes.
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