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Paolo Romano

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Make sure you're tracking different state nexus requirements! Even though Florida and Texas don't have state income tax, having a physical presence in Georgia might create nexus there which could trigger other filing obligations. I learned this the hard way after working in another state temporarily.

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Thanks for bringing that up! Do you know if just working from a temporary apartment in Georgia would definitely create nexus? Or does it depend on what kinds of activities I'm doing there? I won't be meeting clients or making sales there - just doing the same online work I'd be doing from Texas.

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Paolo Romano

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It really depends on Georgia's specific rules, but physical presence often creates nexus regardless of what specific activities you're doing. Being physically present and working from Georgia for 6 months would likely trigger nexus in most states. However, Georgia may have thresholds based on income earned while in the state or number of days present. Some states have COVID-related exceptions that might still apply for remote workers, but these are being phased out in many places. I'd recommend checking with Georgia's Department of Revenue directly or having a tax professional review Georgia's specific nexus requirements for your situation.

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Amina Diop

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Don't forget about setting up a reasonable salary for yourself as an S-corp owner! The IRS looks closely at this. I made the mistake of setting my salary too low and got flagged for audit. Make sure your compensation is comparable to what you'd pay someone else to do your job.

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What percentage of your business income did you set as salary? I've heard everything from 30% to 60% being "reasonable" depending on the industry.

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Michael Green

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I just went through something similar with my wife who has ownership in a Spanish cultural center. One important thing to consider that nobody mentioned is whether your fiancΓ©e's non-profit might qualify as a Passive Foreign Investment Company (PFIC). Even though it's a non-profit, if it generates investment income above certain thresholds relative to its overall income, it could potentially be classified as a PFIC, which has its own reporting requirements on Form 8621. In our case, we ended up needing to file Form 8865 instead of Form 5471 because of how the entity was structured as a partnership rather than a corporation under US tax definitions, despite being a non-profit association under Spanish law. Might be worth checking the entity's legal classification to be sure.

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Ryan Kim

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Thank you for bringing this up! I hadn't even considered the PFIC angle. Do you know if educational non-profits typically generate enough investment income to trigger PFIC status? This organization mainly receives donations and some government grants. Also, did you determine the partnership classification yourself or did you need professional help? I'm wondering if Mexican non-profits might be viewed differently than Spanish ones.

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Michael Green

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Educational non-profits typically don't generate enough investment income to trigger PFIC status unless they have a large endowment that's actively invested. If they're primarily operating on donations and government grants for educational activities, it's unlikely to be classified as a PFIC. The PFIC test generally requires that 75% or more of the entity's income is passive (investment) income, or 50% of assets are held for the production of passive income. We definitely needed professional help to determine the correct classification. The key was looking at the organizational documents and how the entity operates rather than what it's called locally. We provided our tax professional with the Spanish equivalent of articles of incorporation and bylaws, which showed it operated more like a partnership with pass-through characteristics rather than a corporation. Mexican entity classification might differ, so I'd recommend either consulting with a tax professional familiar with Mexico-US tax matters or at minimum reviewing the actual organizational documents with that perspective in mind.

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Mateo Silva

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Has anyone used one of those expat tax preparation services for this kind of situation? I'm in a similar boat with my husband having partial ownership in a charity in Thailand, and I'm not sure if regular CPAs know all these foreign reporting rules. Also curious what kind of penalties we're looking at if we mess this up accidentally? That's what scares me the most!

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I used Greenback Expat Tax Services last year for a somewhat similar situation with interests in a Japanese non-profit. They weren't cheap (around $600 for my returns) but they knew exactly which forms were needed. For the penalties - they can be HARSH. Form 5471 penalties start at $10,000 per form per year if required but not filed. FBAR penalties are even worse. Don't mess around with this stuff!

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Everything was handled remotely - I uploaded documents to their secure portal and had two video calls (initial consultation and then a review of the prepared returns). They were in a completely different time zone but made it work. They definitely provided advice for future years, which was actually the most valuable part. They suggested some changes to how I documented my involvement with the Japanese entity and recommended keeping certain records that would make future filings simpler. They also explained how getting married would affect my reporting requirements, which might be relevant to the original poster too. For what it's worth, they said most regular CPAs miss crucial details on these foreign filings because they rarely deal with them.

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Josef Tearle

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Just to add another option - you can estimate your K-1 income based on last year's forms if the investments are similar. That's what my CPA recommended. Then file Form 2210 with your return to show you had a reasonable cause for underpayment and request a penalty waiver. I've done this twice when waiting for K-1s from partnerships and it worked both times. The IRS can waive the penalty if you have a good reason for not making sufficient estimated payments, and waiting for K-1s that typically arrive late is considered reasonable by many IRS reviewers.

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Cedric Chung

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That's really helpful, thanks! How close was your estimate to the actual K-1 amounts when they finally arrived? And did you have to provide any documentation to prove you were waiting for the K-1s?

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Josef Tearle

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My estimates were within about 10% of the actual amounts, which seemed to be acceptable. I didn't have to provide documentation specifically showing I was waiting for K-1s - I just completed Form 2210 and attached a brief statement explaining the situation. The key is making a good faith effort to estimate accurately and pay what you can by the deadline. The IRS is generally reasonable if you're proactive about it and can show you weren't just ignoring your tax obligations.

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Shelby Bauman

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Something nobody's mentioned - if your prior year's AGI was under $150k, you can avoid underpayment penalties entirely by paying 100% of your prior year's tax liability through withholding or estimated payments (110% if your AGI was over $150k). This is called the "safe harbor rule" and it's the easiest way to avoid penalties even if you end up owing more this year. If you've already hit that threshold for 2022, you shouldn't have any underpayment penalties regardless of what's on those K-1s.

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Quinn Herbert

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This is the correct answer right here. The safe harbor rule saved me from penalties many times. I make sure I always hit the 110% of previous year's tax threshold through regular estimated payments, then whatever happens with investments or K-1s doesn't trigger penalties.

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Jake Sinclair

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Don't forget to look into penalty abatement options! If this was your first time missing filing deadlines or if you had reasonable cause (major illness, natural disaster, etc.), you might qualify to have some penalties removed. This won't help with the base tax amount or interest, but penalties can be a significant portion of what you owe after all this time. You'll need to request First-Time Penalty Abatement or file for Reasonable Cause abatement. Either way, getting those penalties reduced could potentially save you thousands. Just make sure you file that 2021 return ASAP before requesting any abatement.

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I had no idea about penalty abatement! Would that work even though it's been so long since the original due date? And do I need to have the return filed first before I can request this?

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Jake Sinclair

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Yes, you can still request penalty abatement even after a significant delay. The IRS doesn't have a strict deadline for requesting abatement, though they're generally more receptive when you're actively trying to resolve the situation by filing your return and making payment arrangements. You absolutely need to file the return first before requesting any kind of penalty abatement. The IRS won't consider penalty relief on unfiled returns. Once your return is filed, you can request First-Time Penalty Abatement if you had a clean compliance history for the three years prior to 2021. If you had legitimate reasons for not filing (serious illness, natural disaster, etc.), you could alternatively request Reasonable Cause abatement with supporting documentation.

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Just so you know how the numbers might work out - on $78k of tax debt from 2021, you're looking at: - 25% failure-to-file penalty: about $19,500 - Failure-to-pay penalty: roughly 0.5% per month, so about 15% by now: $11,700 - Interest on the unpaid amount AND on the penalties: probably another $15-20k So your $78k tax bill could now be around $125k total. Not trying to scare you more, just giving you a realistic picture. This is why everyone's saying to file ASAP and get on a payment plan or look into an Offer in Compromise!

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Honorah King

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Those calculations seem high. Doesn't the failure-to-pay penalty cap at 25% just like the failure-to-file penalty? I thought the combined penalties couldn't exceed 47.5% of the original tax.

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Can't afford to file taxes this year - what are my options?

I'm a 45-year-old who's been waiting on my disability claim since early 2022. I'm about $25,000 behind in benefits now, with roughly $1,100 being added each month that passes. I'm stuck in the appeals process after my first application was denied (seems like that's standard procedure). It could still get denied again, which would mean waiting for an administrative law judge hearing that could be months away. My only income right now is from online surveys - I make about $250-$350 per month. It's all I can manage with my health issues. Can't do regular work-from-home jobs because of severe eye problems that make screen time difficult, and I have recurring throat inflammation that makes speaking painful, so customer service is out of the question. My monthly expenses include internet and a basic phone plan. My medical visits cost me $175-$300 for my cardiologist (self-pay) and $125 for my other specialist. Basically any money I make goes straight to keeping up with these medical appointments to document everything for my disability claim. In previous years I've always used H&R Block for my taxes. The problem is none of the four survey sites I use have sent me 1099 forms. I could manually calculate the totals on their websites, but I honestly can't afford to pay for tax preparation right now. My total survey income for 2023 was maybe $2,800 at most. I don't know if I'd qualify for Earned Income Credit, or if I'd end up owing more than any credit would cover. In the past, I've used the H&R Block Refund Transfer option where the tax preparation fee comes out of my refund, but that won't work if I don't have a refund. What are my options? Can I defer filing until next year? What happens if I just don't file this year, and how long do I actually have? I know there are some free volunteer tax services, but I'm hesitant to trust them. I have no problem paying taxes normally - this is just a really unusual situation because of my ongoing health issues since 2020.

Ravi Kapoor

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Just so you know, if your income was only $2,800 for the year, you're almost certainly not required to file. But as others have mentioned, you might be leaving money on the table by not filing. One thing nobody has mentioned: if you're expecting to receive disability backpay, be aware that could create a tax situation in the year you receive it. If you get approved and receive a large lump sum, you might want to look into something called "lump sum election" which can help reduce the tax impact by allocating the income to previous years. Also, regarding the survey sites not sending 1099s - that's normal if each one paid you less than $600. But you're still required to report that income. The good news is you can also deduct any expenses related to earning that income, like a portion of your internet bill.

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Amina Toure

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Thanks, that's really helpful about the lump sum election. I hadn't even thought about the tax implications of getting disability backpay. Do you know if I would need to file amended returns for the previous years in that case, or is it handled differently?

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Ravi Kapoor

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You don't need to file amended returns for the previous years with a lump sum election. Instead, when you file your taxes for the year you receive the backpay, there's a special calculation that's done on that year's return. The SSA will send you a letter (SSA-1099) showing how much of your payment applies to each previous year. Your tax preparer (or tax software) can then use this information to calculate your tax as if the income had been received in those earlier years, potentially putting you in a lower tax bracket for the lump sum. It's a bit complex, but any tax professional familiar with disability claims should know how to handle it. And definitely keep all documentation about your medical expenses, as some of those might be deductible as well.

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Freya Nielsen

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I don't mean to be that person, but I think you should know that the IRS can come after you years later if you don't file. My cousin didn't file for 3 years when he was making very little money, and they eventually sent him notices with penalties and interest. Even if you don't owe anything now, I personally wouldn't risk it. Look into the free filing options others have mentioned. The VITA program helped my grandmother last year and they were actually very professional. They're often accounting students or retired CPAs volunteering their time. Also, check if your state has any specific low-income credits you might qualify for. Some states have additional credits beyond the federal ones that are specifically for people in situations like yours.

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Omar Mahmoud

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I second the VITA suggestion. I used them when I was in college and they were great. Just make sure to bring all your documentation - they'll want to see your ID and social security card, plus any income info you have (even if it's just printouts from the survey sites showing your earnings).

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