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Something important that hasn't been mentioned yet - the American Rescue Plan Act specifically excluded student loan forgiveness from taxation through 2025. So if any portion of that $15 million that John Oliver forgave included student loans for medical education, that would be non-taxable regardless of insolvency. Also, Form 982 is your best friend if you've had debt canceled. It's the form you use to tell the IRS why you shouldn't be taxed on forgiven debt. There are multiple exclusions including bankruptcy, insolvency, and certain types of student loans.
Does that student loan exclusion apply to private student loans too or just federal ones? I have some private loans for medical school that I'm trying to settle.
The student loan forgiveness exclusion through 2025 actually applies to both federal AND private student loans, which surprised me too when I researched it. As long as the loans were specifically for post-secondary education expenses, they qualify. For your medical school loans specifically, you'll want to make sure you get proper documentation from your loan servicer about the forgiveness or settlement. The key thing is that they were used for qualified education expenses, not whether they're federal or private.
When John Oliver did that medical debt forgiveness, I believe they structured it very carefully to minimize tax consequences. They worked through a non-profit organization (RIP Medical Debt) which purchases medical debt for pennies on the dollar specifically to forgive it. Non-profit forgiveness of medical debt is often considered a gift rather than income in many circumstances, which can change the tax treatment. They also targeted debt that was already so old and unlikely to be collected that many recipients were probably already insolvent.
That's really interesting. So basically the way the debt forgiveness is structured and who does the forgiving can completely change the tax implications? Makes me wonder if more charity organizations should focus on debt forgiveness if they can do it in tax-favorable ways.
One thing to consider with an IRS examination letter - the specific type of examination matters. Is it a correspondence audit (handled entirely by mail), an office audit (you go to an IRS office), or a field audit (they come to you)? Your letter should specify. Correspondence audits like yours are the most common and least intensive. If you respond promptly with well-organized documentation, you'll often resolve things quickly. But don't ignore deadlines - if you need more time, call and request an extension before your response date passes. Also, only address what they're asking about. Don't volunteer additional information or send documentation for items they haven't questioned. That can sometimes trigger them to expand the examination.
Can they expand the examination even if you only respond to what they asked for? I've heard horror stories about audits expanding to multiple years after they started looking at just one thing.
Yes, they can potentially expand the examination even if you only respond to what they asked for, but it's much less likely. They typically expand examinations when they find significant discrepancies that suggest similar issues might exist in other years, or if documents you provide reference other potentially problematic items. That said, correspondence examinations (the mail-in kind) rarely expand to full audits or multiple years unless they uncover major issues. The IRS has limited resources and generally focuses on the specific items they initially identified. If you maintain good records and legitimately claimed the deductions in question, even if your documentation isn't perfect, you'll usually be fine.
If you're missing receipts for some of your business expenses, don't forget about alternative documentation! The IRS will sometimes accept: 1. Bank/credit card statements showing the purchase 2. Invoices or bills 3. Canceled checks 4. Purchase orders 5. Written records created at the time of the purchase For the charitable donations, if they were all to established 501(c)(3) organizations, you can actually contact them directly for duplicate acknowledgment letters. Most larger charities keep donation records and can provide this documentation quickly.
Thank you! This is super helpful. I'm actually missing receipts for about $1,200 worth of equipment purchases, but I definitely have the credit card statements. I wasn't sure if that would be enough on its own. For the donations, most were to my local animal shelter and a couple larger national organizations. I'll reach out to them ASAP for proper documentation. Do you know if the acknowledgment emails would work as a backup if I can't get the formal letters in time?
Credit card statements are a good start, but try to supplement them with additional evidence of what was purchased and its business purpose. If you have order confirmations, product manuals, photos of the equipment in use for your business, or even detailed notes you made about the purchases, include those as well. Acknowledgment emails can work as acceptable documentation if they contain all the required information: the organization's name, date of donation, amount donated, and a statement that no goods or services were provided in exchange (or their value if you did receive something). If your emails have all this information, they can serve as primary documentation. If they're missing some elements, include them as supporting evidence along with your request for formal letters.
Have you considered checking with accounting students at your university? When I needed help with my amendment (also international student), I found a senior accounting student who was pursuing CPA certification and needed practical experience. She helped me with my 1040X and 1040NR for just $75. The accounting department at my school had a bulletin board where students could advertise their services. The student who helped me was supervised by a professor to make sure everything was done correctly. Might be worth checking if your school has something similar!
That's a smart idea! How did you verify they knew what they were doing though? I'd be nervous having another student handle my taxes. Did they make you sign any kind of waiver in case they made a mistake?
I checked that the student had completed advanced tax courses, including international taxation, and was in the master's accounting program. The professor supervision was key - I actually met with both of them for the initial consultation, and the professor reviewed the final forms before submission. No formal waiver was required, but we did have a simple email agreement outlining what they would do and the fee. The accounting program treated this as a practical training opportunity, so they were motivated to get it right. The student was actually incredibly thorough and found deductions I didn't know I qualified for, even with the non-resident limitations.
Just want to warn you to be REALLY careful with amending from 1040 to 1040NR. I tried using regular tax software for this exact situation and it was a disaster. The software couldn't handle the complexities of non-resident status and actually made things worse. The IRS ended up sending me multiple notices with different amounts owed. Took almost 9 months to sort out and cost me way more than if I'd just paid a specialist from the start.
What software did you try using? I was thinking about trying TurboTax for my amendment but now I'm nervous...
Don't forget to look into a SEP IRA or Solo 401k as alternatives. As self-employed individuals, you can contribute much more pre-tax money to these accounts than to a traditional 401k at an employer. While this doesn't directly help with 529 contributions, reducing your overall tax burden may free up more money that you can then put toward 529s with after-tax dollars.
How much more can you actually contribute to a Solo 401k vs a regular employer 401k? I've heard mixed things and I'm trying to decide if it's worth the extra paperwork.
With a Solo 401k, you can contribute in two capacities - as both the employee and the employer. As an employee, you can contribute up to $22,500 (for 2023), just like with a regular 401k. But you can also make additional employer contributions of up to 25% of your compensation, with total contributions capped at $66,000. A regular employer 401k typically just allows the employee contribution plus whatever match your company provides, which is rarely anywhere near the maximum possible. The Solo 401k essentially lets you control both sides of the equation and maximize the total contribution.
Something nobody's mentioned yet - if you're really committed to funding those 529s, look into Coverdell ESAs as another option. They're more limited ($2k per year per beneficiary), but they cover K-12 expenses too, not just college. My accountant recommended using both types of accounts for our kids.
Aren't there income limitations on Coverdell accounts though? I thought if you make above a certain amount you can't contribute.
Paloma Clark
Have you checked if your employer is applying the correct filing status in the payroll system? I had an issue where HR had me in the system as "Married Filing Jointly" even though my W-4 clearly said "Head of Household." That caused major underwithholding. Another thing to check - did your employer apply a "tax exempt" status by mistake when transitioning systems? That would explain zero withholding. Also, you might want to file a Form 843 (Claim for Refund and Request for Abatement) with the IRS if you end up with penalties. I did this when my employer's error caused me to be underwithheld, and the IRS waived my penalties since it wasn't my fault. Just make sure you document everything!
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Elin Robinson
ā¢I checked with HR specifically about the filing status and they confirmed it shows HOH in the system. But the tax exempt thing is interesting - I hadn't thought of that! I'll definitely ask if something got checked wrong during the transition. Thanks for the Form 843 tip. I'm definitely keeping copies of all my emails with HR and the responses from the payroll companies as documentation. Did you need any specific documentation from your employer when you filed that form?
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Paloma Clark
ā¢For the Form 843, I included copies of my W-4 showing the correct information, emails with HR where they acknowledged the error, and a short statement explaining the situation. The key is proving it was the employer's error, not yours. The most helpful document was a letter from my HR department acknowledging the mistake in their system. If your employer is cooperative, ask for something similar - a simple statement confirming there was a system error in the payroll transition that affected your withholding despite your W-4 being filled out correctly. That carries a lot of weight with the IRS.
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Heather Tyson
Don't freak out too much about owing a lot - with HOH status and one dependent, your tax liability might not be as high as you think. I earn about $57k and usually owe around $3,500 total for federal taxes after the standard deduction and child tax credit. You might also qualify for the Earned Income Credit depending on your dependent's age. Check the IRS withholding calculator at irs.gov to get a more accurate estimate of what you'll owe based on your specific situation. Have you thought about making estimated tax payments directly to the IRS to catch up? You can do it online through IRS Direct Pay. That way you don't have to wait for your employer to fix their systems.
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Raul Neal
ā¢The Earned Income Credit suggestion is good, but be careful - at $59k for HOH, you're probably over the income limit unless your dependent is qualifying for the child tax credit. For 2024 taxes (filing in 2025), the EITC income limit for HOH with one qualifying child is around $53k.
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Elin Robinson
ā¢Thank you! I hadn't thought about making estimated payments directly - that's a great idea to handle this myself rather than relying on the employer fix. I'm going to check out the IRS calculator today to see exactly where I stand. And yeah, I'm probably just over the limit for EITC based on what the other commenter said, but I should still get the child tax credit which will help. My daughter is 12 so she definitely qualifies.
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