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I really feel for your boyfriend's situation - tax anxiety is so much more common than people realize, and the shame spiral that happens when you fall behind can be absolutely paralyzing. The good news is that he's ready to address this now, which is the hardest part. One approach that might help ease his anxiety is to start by simply requesting his IRS account transcripts online. This will show him exactly what the IRS has on file for each year - what income was reported, whether he actually owes money or is due refunds, and what penalties (if any) have already been assessed. Sometimes seeing the actual numbers instead of imagining worst-case scenarios can be incredibly relieving. Many people in his situation discover they're actually owed refunds for some years, especially if they had taxes withheld from paychecks. The IRS isn't going to "take everything he has" - they're actually quite reasonable about setting up payment plans if he does owe anything. If the anxiety is still too overwhelming, consider starting with just ONE year - preferably the most recent unfiled year since documents will be easier to find. Getting that first return filed successfully can build momentum and confidence for tackling the remaining years. You're being an amazing partner by supporting him through this. Having someone in your corner makes all the difference when dealing with anxiety around these kinds of responsibilities.

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Aaron Lee

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This is such compassionate and practical advice! Starting with the IRS account transcripts is a brilliant suggestion - having the actual facts instead of letting anxiety fill in the blanks can be so powerful in breaking that fear cycle. I really appreciate how you emphasized that the IRS isn't out to destroy people who are genuinely trying to make things right. The horror stories we hear tend to stick in our minds, but the reality is usually much more manageable, especially when someone is proactively addressing the situation like her boyfriend is doing now. Your point about potentially being owed refunds is so important too. I bet many people in similar situations assume the worst when they might actually have money coming to them. That could completely change his motivation and emotional relationship with the whole process. The one-year-at-a-time approach seems to be a consistent theme in these responses, and it makes so much sense for someone dealing with anxiety. Small, manageable wins can build the confidence needed to tackle the bigger picture.

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Omar Zaki

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As someone who works in tax preparation, I want to reassure you that your boyfriend's situation is incredibly common - I see clients dealing with multiple years of unfiled returns regularly, and it's almost never as catastrophic as people imagine it will be. One thing I'd suggest that hasn't been mentioned yet is having him check if he qualifies for the IRS Fresh Start Program. This program is specifically designed to help taxpayers who've fallen behind, and it can provide significant relief on penalties and payment terms. The criteria aren't as strict as many people think. Also, a practical tip: if he's missing any tax documents from previous years, don't stress about having perfect records. The IRS accepts "reasonable estimates" for things like unreimbursed business expenses or charitable donations if you don't have exact receipts, as long as the amounts are realistic. This can help remove some of the perfectionist paralysis that often keeps people stuck. The fact that he's in a better mental health space now and actively wants to resolve this shows real growth. That motivation is honestly the biggest hurdle - everything else is just paperwork and process. The IRS genuinely wants people to get caught up, and they have systems in place to make it as manageable as possible. You're being an incredible support system for him. Having someone who cares enough to research options and provide emotional support makes this whole process so much less isolating.

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Just wanted to add that if you're filing fewer than 10 1099-NECs, the IRS actually has a free online filing system called the FIRE system (Filing Information Returns Electronically). There's a bit of a learning curve, but once you're set up, it's pretty straightforward.

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I think you're confusing systems. FIRE requires you to apply for a Transmitter Control Code and is more complex. For smaller businesses, the IRS offers the "IRIS" system (Income Reporting Information System) which is more user-friendly for filing small batches of 1099s.

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Just to clarify something important that might help others - you absolutely cannot use 2022 forms for 2023 tax year filing. The IRS requires current year forms for all information returns like 1099-NEC and 1096. However, there's good news! You don't need to buy expensive "official" forms anymore. You can download the current 2023 forms directly from the IRS website (irs.gov) and print them on regular white paper as long as they're printed at exactly 100% scale with no adjustments. The IRS scanners can read these just fine. For the 1099-NEC, make sure you're downloading the "Copy A" version for filing with the IRS. The forms are available as fillable PDFs, so you can type directly into them before printing, which makes everything much cleaner and easier to read. This way you can use up those leftover forms for scratch paper and get compliant 2023 forms without spending extra money!

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Cole Roush

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This has been such an enlightening discussion! I've been following along as someone who's been in the US on a J-1 visa for about 8 months and will likely be switching to an H-1B next year. Reading through everyone's experiences has really opened my eyes to how complex the intersection of immigration status and tax status can be. What strikes me most is how many people (myself included) assume that being on a "non-immigrant" visa automatically means you're a non-resident for tax purposes. The substantial presence test seems to be the key factor that many of us overlook. I'm definitely going to bookmark Publication 519 and make sure I understand these rules before my next filing season. For those who discovered they'd been filing the wrong forms - your experiences with amended returns and getting refunds is really encouraging. It shows that the IRS system can work to correct these mistakes, even when the rules are confusing. One thing I'm curious about: for people on J-1 visas, are there any special considerations for the substantial presence test? I know some visa categories have exemptions or different rules. I want to make sure I'm prepared when my situation becomes more complex. Thanks to everyone for sharing such detailed experiences - this thread is going to be incredibly valuable for anyone navigating US tax obligations on work visas!

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Great question about J-1 visas! Yes, there are special rules for J-1 visa holders regarding the substantial presence test. J-1 students, scholars, and researchers are generally exempt from the substantial presence test for the first 2 calendar years they hold J-1 status (this is different from the 5-year exemption for F-1 students). However, the exemption only applies while you're actually in J-1 status. Once you change to H-1B, you'd start counting days immediately for the substantial presence test, and any days you were present as a J-1 after the 2-year exemption period would also count. The rules can get quite complex depending on your specific J-1 program (student vs. researcher vs. other categories) and whether you've held other visa statuses before. I'd definitely recommend reviewing the specific J-1 provisions in Publication 519 when you get closer to filing time. Since you're planning to switch to H-1B next year, you'll want to be particularly careful about calculating your tax status for that transition year. You might be a non-resident for part of the year and a resident for part of the year, which could require a dual-status return. The rules are definitely complex, but getting familiar with them now will save you a lot of confusion later!

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Sophia Carson

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This thread has been incredibly helpful! I'm currently on an H-1B visa and have been in the US for about 2.5 years. Like many others here, I was completely confused about the difference between immigration status and tax residency status. I've been filing 1040NR forms this whole time because I thought "non-immigrant visa = non-resident for taxes." Reading through everyone's experiences, I now realize I've almost certainly been filing the wrong forms since I clearly meet the substantial presence test. What's really valuable about this discussion is seeing how many people have successfully filed amended returns to correct this mistake. It gives me confidence that I can fix this situation without major penalties. I'm planning to work through Publication 519 this weekend to calculate my exact substantial presence dates and then file 1040X forms for the years I got wrong. One thing I'm wondering about - for those who filed amended returns, did you handle this yourself or work with a tax professional? The process seems straightforward from what you've described, but I'm nervous about making another mistake. Also curious about timing - is it better to get the amended returns filed before preparing this year's return, or can I handle them together? Thanks to everyone for sharing such detailed experiences. This community has probably saved me thousands of dollars in missed deductions and credits!

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I handled my amended returns myself using the IRS forms and instructions, but I can definitely understand wanting professional help given how confusing these rules can be! The 1040X form is actually pretty straightforward - you just need to explain what you're changing and why, then recalculate your tax with the correct filing status and deductions. As for timing, I'd recommend getting your amended returns filed first before doing this year's return. It helps establish your correct filing pattern with the IRS, and if you get refunds from the amendments, you'll have that money back sooner. Plus, working through the amended returns will give you practice with the resident alien forms before filing your current year return. One tip: when filling out the 1040X, be very clear in the explanation section about why you're amending. Something like "Correcting filing status from non-resident to resident alien based on substantial presence test" helps the IRS process it faster. With 2.5 years of H-1B presence, you're definitely well over the threshold for resident status. You're going to be pleasantly surprised by how much you get back from those standard deductions and credits you missed!

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Just a heads up - I talked to my international student advisor about this exact issue last semester. She said that technically Form 8843 is supposed to be attached to your tax return, but submitting it separately isn't a major issue. The most important thing is making sure it gets submitted before the filing deadline. She also mentioned that some students who forget to file it have submitted it in later years without penalty, but obviously it's better to do it on time. The key is that Form 8843 establishes your non-resident status for tax purposes, which can matter in the long run for immigration purposes.

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Omar Fawaz

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I went through this exact same situation two years ago and can confirm that mailing Form 8843 separately after e-filing is completely fine! I was panicking just like you are now, but it turned out to be much simpler than I thought. Here's what I did: I printed out Form 8843, filled it out completely, and included a brief cover letter stating "Please find attached Form 8843 for tax year [YEAR]. My federal tax return was already e-filed and accepted on [DATE]." I included my name, SSN/ITIN, and address at the top of the letter. I sent it via certified mail to the IRS processing center for my state and got the delivery confirmation about a week later. Never heard anything back from the IRS, which in this case is good news - it means they received it and processed it without issues. The important thing is to get it postmarked before the tax deadline (April 15th). Since you're on OPT, maintaining proper tax compliance is definitely important for your status, so good on you for catching this and taking action. Don't stress too much - this is a common oversight and the IRS is used to receiving these forms separately from international students.

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This is really reassuring to hear from someone who actually went through the same situation! I'm also on F1/OPT and was worried about potential complications with my immigration status. Quick question - did you include any documentation with your cover letter like a copy of your e-filing confirmation, or just the simple letter you mentioned? I want to make sure I'm not overthinking this but also want to be thorough.

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Yes, you can absolutely use TurboTax or TaxAct to file your 2020 and 2021 returns! I was in a similar situation last year with unfiled returns from 2019 and 2020. Here are the key things I learned: 1. You'll need to purchase the desktop software for each specific tax year - don't use the current year's software for prior years 2. Since you're owed federal refunds, there are no penalties from the IRS for filing late (they don't penalize you for being slow to collect money they owe you) 3. Your state penalties will vary, but most charge around 5% per month for failure to file plus interest The process is pretty straightforward once you get started. I'd recommend gathering all your documents first (W-2s, 1099s, receipts, etc.) for both years before you begin. You can file both years simultaneously - no need to wait for 2020 to process before submitting 2021. One tip: consider e-filing if the software allows it for those years, as it processes much faster than paper filing. Good luck getting this sorted out - it's not as overwhelming as it seems once you dive in!

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Kai Santiago

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This is really reassuring! I'm dealing with a similar mess - missed filing 2020 and 2021 due to some personal chaos, and like Juan, I'm pretty sure I'm owed federal refunds but will owe my state. Quick question: when you say "desktop software for each specific tax year," do you mean I need to buy TurboTax 2020 AND TurboTax 2021 separately? That seems expensive but if it gets this nightmare resolved, I'm willing to pay for it. Also, did you run into any issues with the IRS questioning why your returns were so late, or do they pretty much just process them without hassle once submitted?

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Eve Freeman

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Yes, you'll need to purchase separate software for each tax year - TurboTax 2020 and TurboTax 2021 as separate purchases. It does add up cost-wise, but it's necessary because each year's tax laws and forms are different. You can usually find older versions at a discount compared to the current year. As for the IRS questioning late filings - they really don't care as long as you don't owe them money. When you're getting a refund, they process it just like any other return. No interrogation, no special paperwork explaining why it's late. The only time they get pushy is when you owe them money and haven't paid. Your state is a different story though - they'll definitely charge penalties and interest since you owe them, but again, no questioning about why it's late. They're just happy to finally get their money plus the extra fees!

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Just wanted to share my experience as someone who went through this exact situation! I had unfiled returns for 2019, 2020, and 2021 due to a combination of job loss and family health issues. Here's what worked for me: 1. **TaxAct was cheaper than TurboTax** for multiple prior years - saved me about $60 total compared to TurboTax's pricing for older versions. 2. **Gather everything first** - I spent a weekend collecting all my tax documents before starting anything. Having everything organized made the process so much smoother. 3. **State amnesty programs are real** - My state (Michigan) had a voluntary disclosure program that cut my penalties in half. Definitely worth checking if your state offers something similar. 4. **E-file worked for both 2020 and 2021** - Got my federal refunds in about 3 weeks each, which was way faster than I expected for late returns. The whole thing took me about 2 weeks from start to finish, and honestly, the anticipation and dread was worse than actually doing it. You've got this! The software walks you through everything step by step, and since you're getting federal refunds, the IRS will be happy to send you your money once you file. One last tip: If you have any self-employment income or complicated deductions, consider getting a tax pro to review everything before you submit. Sometimes the extra cost is worth the peace of mind.

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Chloe Taylor

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Thank you for sharing such detailed info! I'm curious about the state amnesty programs - how did you find out about Michigan's voluntary disclosure program? Did you have to search their tax department website specifically, or is there a general resource that lists which states offer these programs? I'm in Texas and wondering if they have something similar that could help reduce my penalties.

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