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One thing nobody has mentioned is that you should check if the India-Netherlands treaty has a Limitation on Benefits (LOB) clause that might prevent treaty shopping. Some newer treaties have provisions that deny benefits if the main purpose of the structure is to get treaty benefits. Since your company is incorporated in the US but claiming Dutch treaty benefits, you'll want to make sure you have substantial business reasons for this structure beyond just the tax advantages. Otherwise, the Indian authorities might challenge your use of the Dutch treaty regardless of the tie-breaker rules.
This is a really important point. I got burned by this exact issue with a Korean subsidiary. Even though my company qualified as a UK resident under management and control rules, Korea applied their LOB provision and denied the UK treaty rate because they determined my structure was primarily for tax advantages. Cost me thousands in unexpected withholding taxes.
That's exactly the scenario I was warning about. The trend in international tax enforcement is moving strongly against structures that appear designed primarily for treaty benefits. The key factors authorities look for include: having genuine economic substance in the jurisdiction claiming treaty benefits (employees, office, equipment), a clear business purpose for the structure beyond tax savings, and decision-making that actually happens in the claimed jurisdiction. Without these elements, there's significant risk of treaty denial regardless of technical residency status.
Has anyone considered that you might actually benefit from making an election under the US check-the-box rules for the Indian subsidiary? If it's treated as a disregarded entity or partnership for US purposes, the withholding tax issue might be bypassed entirely for US purposes.
Check-the-box could create other problems though. If the Indian sub is disregarded for US purposes but remains a corporation for Dutch and Indian purposes, you might create a hybrid entity mismatch that could trigger anti-hybrid rules in the Netherlands. The Dutch implemented ATAD2 which specifically targets these arrangements.
Don't forget about quarterly estimated tax payments if you go solo! This was my biggest mistake my first year with 1099 income. With your mixed income situation, especially the cash payments, you might need to be making quarterly estimated tax payments throughout the year. Otherwise you could get hit with underpayment penalties come tax time. Most tax software can help calculate what you should be paying each quarter going forward.
Wait, I had no idea about this quarterly payment thing. Does this apply even if my husband has taxes taken out of his W-2 job? He has extra withholding already.
Your husband's W-2 withholding can help cover your tax liability from self-employment income, but it depends on how much he's having withheld and how much you're making from your 1099 and cash work. If your combined withholding from W-2 jobs covers at least 90% of your total tax liability for the current year or 100% of your prior year's tax liability (whichever is smaller), then you should be fine without quarterly payments. You can use Form 1040-ES to estimate your required payments. Many people have their W-2 spouse increase their withholding to cover both people's tax liability - that's often simpler than making separate quarterly payments.
Just wanna add that if you do your own taxes this year, KEEP EVERYTHING. All receipts, mileage logs, payment records, etc. I mean literally everything related to income and expenses. First year I did my own taxes with 1099 income I got randomly selected for audit and it was brutal because I hadn't kept good records.
From a bookkeeping perspective, here's how I would record this in QuickBooks: 1. Create an Other Current Asset account called "Refundable Deposits" 2. Record the payment to this asset account (not to an expense) 3. When you get the money back, record the deposit against this same account This way your books will show that you have this asset, and your taxes won't show an expense that isn't really an expense. The key is that it doesn't impact your profit and loss statement at all - it's strictly a balance sheet item.
Thanks for breaking it down like this! This makes a lot of sense. Do I need to do anything special at tax time to report this deposit? Does it show up anywhere on Schedule C?
You don't need to do anything special with this deposit on your tax return. It won't appear on your Schedule C at all since it's not an income or expense item. Schedule C only reports items that affect profit or loss. This deposit will only be reflected on your balance sheet as an asset. Since the IRS doesn't require sole proprietors or single-member LLCs to file balance sheets with their tax returns, you won't need to report it anywhere on your tax forms. Just keep good records in your accounting system so you remember to properly handle it when it gets refunded.
Just a quick note that if your state doesn't end up refunding the deposit (like if you mess up your sales tax filings or something), then it WOULD become an expense at that point. My brother had this happen with his construction business - they kept his $750 deposit because he filed late twice, and his accountant said to record it as a business expense in the year they officially told him it was forfeited.
Yeah, and make sure you get documentation if they don't refund it! My state tried to claim I never paid a deposit in the first place when it came time for my refund. Thankfully I had kept the original receipt and was able to get it back, but it was a hassle.
I'm a little late to this, but there's an important distinction no one has mentioned yet. There are actually two different penalties that could be at play here: 1. Failure-to-file penalty: 5% of unpaid taxes each month (max 25%) 2. Failure-to-pay penalty: 0.5% of unpaid taxes each month (max 25%) The extension prevented the big failure-to-file penalty, but you're still on the hook for the failure-to-pay penalty since the money was due April 18th. Plus interest, which compounds daily. Your accountant should have estimated what you owed and advised you to make a payment by the deadline even if the return wasn't ready. That's where they dropped the ball.
Thanks for breaking that down! So basically, even though the extension was filed, I should have made an estimated payment by April 18th to avoid the failure-to-pay penalty? Is there any recourse now, or am I just stuck with these fees?
Exactly right. The extension only gives more time for paperwork, not payment. For future reference, always make your best estimate payment by the deadline even if your return isn't ready. As for recourse now, your best option is to request a First Time Penalty Abatement if you've had a clean tax record for the past 3 years. You can call the IRS directly or use the number on your bill to request this. The interest typically can't be removed, but the failure-to-pay penalty often can be if it's your first infraction. Just explain the situation with your accountant's poor communication, and they're usually pretty reasonable.
Am I the only one stuck on the fact that the accountant added the wrong dependent information? That seems like a bigger issue than the extension! You should double-check everything else on the return because that's a pretty significant error. What tax software does your accountant use? Some of the professional ones are better than others at catching errors.
Not all tax software is created equal. I've used ProSeries and Lacerte professionally, and they have very different error checking capabilities. But honestly, good accountants should be manually reviewing returns anyway, not just relying on software to catch mistakes.
Paolo Rizzo
A word of caution from someone who's been through this - make sure you confirm whether your state tax return has different requirements for reporting these excess contribution earnings! I'm in California, and while I reported the earnings correctly on my federal return as "Other Income" on Schedule 1, I discovered that California wanted it reported differently on my state return. I ended up having to file an amendment because of this. Some states follow the federal treatment, but others have their own rules about how retirement account corrections should be handled. Worth checking your state's department of revenue website or calling them directly to confirm.
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QuantumQuest
ā¢This is such an important point that gets overlooked! Do you remember specifically how California wanted it reported? I'm in NY and wondering if I need to look into state-specific rules too.
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Amina Sy
One more thing to consider - if you had a loss instead of a gain on your excess contribution (which can happen in down markets), the reporting is slightly different. If your excess contribution actually lost value between when you contributed and when you withdrew it, you unfortunately cannot claim that loss on your tax return when making a same-year correction. You would simply withdraw the reduced amount and report nothing on your tax return. However, if you're correcting a prior year excess contribution and experience a loss, there are specific rules about how you can claim that loss (typically as a miscellaneous itemized deduction subject to the 2% AGI floor - though this is currently suspended through 2025). Just mentioning this for completeness since the market has been volatile!
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Oliver Fischer
ā¢Wait, so if my excess contribution from 2023 (that I'm correcting in 2024) lost money, I can't deduct that loss at all until after 2025? That seems unfair when we have to pay taxes on gains!
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