


Ask the community...
I think everyone is overcomplicating this. The IRS Publication 526 on charitable contributions says donations by credit card are deductible when charged, not when you pay the bill. I'd think ACH works the same way - it's when you make the transaction, not when it clears. Just my 2 cents.
But credit cards and ACH aren't the same thing. With credit cards, the merchant gets paid immediately by the card company. With ACH, the money doesn't move until it processes. There's a difference, right? I'm genuinely asking because I'm in the same boat with some year-end donations.
You're right that there's a technical difference between credit cards and ACH transfers. With credit cards, the charge is processed immediately even though you pay your bill later. For ACH transfers, the key factor is whether you could cancel the transaction after initiating it. Most ACH donations create an irrevocable commitment when submitted, even if the funds don't move for 1-2 days. If you couldn't cancel it after submission on December 31, then it counts as a 2024 donation regardless of when the money actually moved. The critical point is when you surrendered control of the funds, not when they physically transferred.
Has anyone actually been audited over donation timing like this? I'm wondering how strict the IRS really is about this December/January thing. They can't possibly check every donation date, right?
One tip from my experience with reasonable cause penalty relief - make sure you emphasize that you're normally compliant with tax obligations. When I called about my medical-related penalty, the agent specifically asked if I had a history of filing and paying on time. When I confirmed I'd never had issues before this, they seemed to consider that a strong point in my favor. Also, be ready to explain what steps you took to try to meet your obligations despite your circumstances. In my case, I mentioned that I attempted to file electronically but couldn't complete the process due to my condition, and tried to get help but couldn't find anyone available on short notice.
Should I mention that I actually did try to file through a relative but they messed it up? My situation was similar - I was hospitalized for 2 months and asked my brother to handle my taxes, but he completely forgot until after the deadline.
Yes, definitely mention that you took reasonable steps by asking your relative to help. That shows you recognized your tax obligation and actively tried to meet it despite your hospitalization. Explain that you delegated this responsibility while you were unable to handle it yourself, which demonstrates your intent to comply. Make sure to emphasize that you made what you believed was a reasonable arrangement given your medical situation, but circumstances beyond your control still prevented timely filing. The IRS is generally understanding when you can show you made good faith efforts to comply despite serious limitations.
I called about a first-time penalty abatement last year when I had surgery complications that prevented me from filing. The whole call took maybe 15 minutes. The agent just asked when my surgery was, how it affected me, and if I had filed late before (I hadn't). She approved it right on the spot! Has anyone used any tax software that makes this process even easier?
Quick tip from someone who went through this exact scenario two years ago: gather proof of where you WERE during the time the IRS claims you were working at this company. I was a student too, and I provided: 1. My class schedule from that semester 2. My student ID swipe records showing I was on campus 3. My part-time job timesheets from the campus library 4. Bank statements showing regular withdrawals near campus (not near the supposed employer) The IRS attorney took one look at this package and realized it would be impossible for me to have worked full-time at the company in question. We settled before ever going to court. Also, call the SSA and request a wage and income transcript for that tax year. It might show who actually received the income (could be someone with a similar SSN to yours).
This is brilliant! I hadn't thought about proving where I actually was during that time. I can definitely get my class schedule, campus card swipes, and my work-study timesheets from the university admin office. Did you just compile all this into a packet? And did you send it to the IRS attorney directly or submit it through the Tax Court system?
I compiled everything into a single PDF with a cover page that had my name, tax ID (last 4 digits only), tax year, and case number. I included a simple timeline showing how my documented whereabouts made it impossible for me to have worked at the company in question. I actually did both - I submitted it formally through the Tax Court DAWSON system AND sent a courtesy copy directly to the IRS attorney once they were assigned to my case. The direct approach with the attorney was what moved things along quickly. They appreciate organized evidence that makes their job easier. When the IRS attorney contacts you (they will), be polite and professional but also very clear about your evidence. They're often reasonable people who don't want to waste court resources on cases they're likely to lose.
Just adding that I went through something like this and learned identity theft might be involved. Request an Identity Protection PIN from the IRS at https://www.irs.gov/identity-theft-fraud-scams/get-an-identity-protection-pin Also, check your credit report immediately. Someone might have used your SSN for employment and that could appear there. The company not existing anymore is actually common in these scams. Sometimes "companies" are created just to file fake W-2s and then disappear. Make sure you mention this suspicion in your court documents.
This happened to my roommate! He had a CP3219A for income from a "consulting company" that had dissolved. Turned out someone had used his SSN for employment. The red flag was that the company was in Nevada, but he'd never even been to Nevada. OP should definitely check if the company was in a location that doesn't make sense for a college student. That strengthens the identity theft argument.
Just based on my experience as someone with a similar situation (wife is a freelancer, I have W2 and 1099 income), we save around $3,700 filing jointly. The tax brackets are more favorable in most cases. BUT the one big thing to consider is if either of you has income-based student loans on repayment plans. Filing jointly can sometimes cause your payments to jump significantly because they'll calculate based on combined income. Worth looking into if that applies to your situation!
We don't have student loans but that's a really good point I hadn't even considered! Do you use an accountant to figure out all the deductions for your different income sources or do you DIY with software?
We used TurboSelf-Employed the first year which was okay but missed some deductions. Now we use an accountant who specializes in small businesses and it's been worth every penny. She found so many legitimate deductions we didn't know about, especially for my wife's freelance work. The accountant fee is about $450 but she saves us at least triple that amount. Plus she helps us with quarterly estimated payments which was a mess before we got professional help.
Has anyone mentioned the home office deduction yet? Since both you and your wife are self-employed, that could be a significant tax benefit if you're working from home. Just make sure you have dedicated space used EXCLUSIVELY for business. Don't make the mistake I did claiming our spare bedroom that occasionally doubled as a guest room - got flagged for audit real quick!
Axel Far
Just to add another perspective - I'm a real estate investor with multiple properties and you should also be aware of the "passive activity loss" rules. Even though you can deduct all mortgage interest on your rental, if your rental shows a loss after all expenses (including mortgage interest), you might not be able to fully deduct that loss against your other income like your W2. There are income limits and exceptions for "active participation" and real estate professionals, but it's something to keep in mind if you're counting on using rental losses to offset your other income.
0 coins
Brandon Parker
ā¢Thanks for bringing this up! My rental actually shows a small profit after expenses, so I don't think I'll run into the passive activity loss limitation. But for future reference, what are the income limits for being able to deduct rental losses against W2 income?
0 coins
Axel Far
ā¢If your rental shows a profit after all expenses, then you're right - the passive activity loss limitations won't affect you this year. For those who do have rental losses, you can deduct up to $25,000 in losses against other income (like W2 wages) if your modified adjusted gross income (MAGI) is under $100,000 and you "actively participate" in the rental. This deduction phases out between $100,000-$150,000 MAGI, and once you're over $150,000, you generally can't use rental losses to offset non-passive income unless you qualify as a real estate professional.
0 coins
Jasmine Hernandez
Something nobody's mentioned yet - don't forget that when you eventually sell the rental property, all that mortgage interest you've been deducting on Schedule E will affect your depreciation recapture and capital gains calculations! The fact that you're deducting it as a business expense means you're reducing your basis in the property over time.
0 coins
Luis Johnson
ā¢That's actually not correct. Mortgage interest deductions don't reduce your basis in the property. You're thinking of depreciation, which is a separate deduction that does reduce your basis and gets recaptured when you sell. Interest expense is just an operating expense - it has no impact on basis or future capital gains calculations.
0 coins