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Jade Santiago

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One important thing to consider is organizing your records NOW before tax season gets busy. Since you mentioned shutting down the business a few months ago, this is actually perfect timing to get everything sorted while it's still fresh in your memory. Create a simple spreadsheet with columns for: Date, Item Description, Purchase Cost, Sale Price, Platform Fees, Shipping Costs, and Net Profit/Loss per transaction. Even if you don't have perfect records, try to reconstruct what you can from your bank statements, PayPal records, and any Whatnot transaction history you can download. Also consider whether you want to treat this as a sole proprietorship (Schedule C) or if there are any advantages to filing as a partnership since you mentioned this was run with your partner. The tax implications can be different, and you might want to consult a tax professional for that specific question since it involves two people and substantial income. The key thing is that high gross sales with low/no profit is actually pretty common in reselling, especially when markets get saturated like you described with Lego. The IRS understands this, but you need solid documentation to support your expense claims.

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Dmitry Ivanov

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This is really helpful advice about organizing records now! I'm actually in a similar situation with my own reselling business. Quick question - when you mention downloading Whatnot transaction history, do you know if they provide a comprehensive report that includes all the fees and shipping costs? I've been trying to piece together my records from different sources and it's been a nightmare. Also, regarding the partnership vs sole proprietorship question - if they weren't legally married but split the work and expenses, would they each need to file separate Schedule Cs for their portion, or is there a way to handle it as an informal partnership?

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Carmen Diaz

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@61d990d64ed3 Great questions! For Whatnot transaction history, they do provide seller reports that include gross sales, fees, and some shipping details, but the format isn't always perfect for tax purposes. You'll want to log into your seller dashboard and look for "Reports" or "Analytics" - they usually have monthly/yearly summaries you can download. However, you might still need to cross-reference with your bank statements since some fees get bundled together. For the partnership vs sole proprietorship question - this is tricky when you're unmarried partners. If they truly operated as equal partners sharing expenses and profits, they could file Form 1065 (partnership return) and each receive a K-1 showing their share of income/loss. However, this requires more paperwork and record-keeping. The simpler approach might be for whoever received the 1099-K to file the Schedule C, then handle the profit/loss split between them privately (essentially one person "pays" the other their share). But definitely consult a tax pro for this since it involves two people and substantial amounts - the wrong choice could cost them significantly in taxes or create complications down the road.

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Something to keep in mind - since you mentioned your partner ran the business but you're both concerned about taxes, make sure you're clear on whose SSN/EIN the Whatnot account was registered under. Whoever's tax ID is associated with the account will receive the 1099-K and be responsible for reporting all the income, even if you both contributed to the business. If the account was under your partner's SSN but you both invested money and time, you'll need to figure out how to handle the income split. The person who gets the 1099-K will need to report the full gross income on their Schedule C, but they can potentially "expense out" payments made to you as a business partner - though this gets complicated without formal partnership agreements. Also, don't stress too much about the high gross sales number. The IRS sees this all the time with resellers, especially on platforms like Whatnot, eBay, etc. What matters is your net profit after legitimate business expenses. Just make sure you have documentation for your major expense categories: inventory costs, shipping supplies, platform fees, storage costs if you rented space, mileage for sourcing inventory, and even a portion of utilities if you used part of your home for the business. The key is being organized and honest about your record-keeping. If you lost money or barely broke even, that's a legitimate business outcome that the IRS recognizes, especially in competitive reselling markets.

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This is such an important point about the SSN/tax ID issue! I'm dealing with something similar where my boyfriend and I started a reselling business together but everything was set up under his name. We're not sure how to handle the fact that I contributed about 40% of the initial inventory investment and did a lot of the sourcing work, but he'll be getting the 1099-K. From what I understand, he could potentially pay me as a contractor for my work and deduct that as a business expense, but we'd need to be careful about documentation and making sure it looks legitimate to the IRS. Has anyone dealt with this kind of informal partnership situation before? I'm worried we might be overcomplicating things, but also don't want to mess up our taxes over a technicality.

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I had the exact same experience with ADP last year and it was so frustrating! The main problem is that ADP doesn't clearly explain how the different W4 options interact with each other, especially that "Multiple Jobs" checkbox. From what I learned through trial and error, here's what's happening: When you check "Married Filing Jointly with Multiple Jobs," ADP automatically applies an IRS withholding formula that increases your base withholding amount. Then it adds your $685 additional withholding on top of that calculated amount. So you're getting hit twice with extra withholding! Here's what I'd suggest to get to your target of $683 per paycheck: 1. Log back into ADP and go to your W4 settings 2. Change your filing status to "Married Filing Jointly" but UNCHECK the "Multiple Jobs" box completely 3. Calculate your needed additional withholding: $683 (target) - $245 (your base) = $438 4. Enter $438 in the "Additional withholding" field 5. Submit the changes and wait for your next paycheck to verify If it's still not quite right, you can adjust that additional amount up or down by $50-100 until you hit your target. The key is controlling it manually rather than letting ADP guess with those automated checkbox options. Don't feel bad about HR not being helpful - this is incredibly common with ADP and most HR departments don't understand the tax calculation details either. You'll get it figured out!

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Ava Kim

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This is incredibly helpful as someone who just joined this community! I'm dealing with a similar ADP withholding mess right now and your explanation about the "Multiple Jobs" checkbox applying its own formula PLUS adding the additional amount really cleared things up for me. I made the same mistake of thinking the additional withholding would replace my base amount rather than stack on top of it. Your step-by-step breakdown makes so much sense - especially the math of $683 target minus $245 base equals $438 additional. I'm definitely going to try unchecking that Multiple Jobs box and manually controlling the withholding amount like you suggested. It's really reassuring to know this is a common ADP problem and not just me being completely lost with tax stuff. Thanks for taking the time to share your experience!

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Diego Rojas

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I'm new to this community but dealing with the exact same ADP withholding nightmare! Reading through everyone's responses has been incredibly helpful - I had no idea that the "Multiple Jobs" checkbox was so problematic. What really clicked for me is understanding that ADP stacks the automated "Multiple Jobs" calculation ON TOP OF your additional withholding amount, rather than incorporating it into a single calculation. No wonder the numbers never make sense! I'm in a similar boat where I owe a lot from last year and need to dramatically increase my withholding. Based on all the advice here, I'm going to: 1. Uncheck the "Multiple Jobs" box completely 2. Use just "Married Filing Jointly" as my base 3. Calculate exactly how much additional withholding I need using the simple math everyone's outlined 4. Start conservative and adjust after seeing the first paycheck It's frustrating that ADP makes this so confusing and that HR departments aren't equipped to help with these calculations. But this community thread has given me a clear path forward. Thanks everyone for sharing your experiences - it's really reassuring to know I'm not the only one who got completely lost in ADP's interface!

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Nora Brooks

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Careful with Mexican tax authorities! They've gotten much more strict in recent years. My friend is a permanent resident there and thought he only needed to report Mexican income, but got hit with a huge penalty for not declaring his US pension and rental properties. If your mom decides to use the "non-domiciled" approach mentioned above, make sure she has VERY clear documentation proving her stronger ties to the US. They look at factors like where family lives, where most valuable property is, main source of income, etc.

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Eli Wang

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This is scary. Did your friend eventually get it resolved? I'm in a similar situation and worried now. I have permanent residency in Mexico but all my retirement income comes from the States.

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Ethan Moore

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This is such a complex situation that affects so many Americans with ties to Mexico! I've been dealing with similar issues as a US citizen who recently got permanent residency in Mexico. One thing I learned the hard way is that timing matters a lot for when you become a Mexican tax resident. The rules changed in recent years - now if you have permanent residency status, you're generally considered a Mexican tax resident regardless of how many days you spend there, unlike the old 183-day rule. For your mom's situation, I'd strongly recommend getting clarity on her exact tax residency status in Mexico BEFORE she starts earning rental income there. It's much easier to plan the structure correctly from the beginning than to fix it later. Also, don't forget about FBAR reporting requirements in the US if she opens Mexican bank accounts for the rental property. Any foreign financial accounts over $10,000 need to be reported to FinCEN, and the penalties for missing this are severe. The Mexican tax system can be quite different from what we're used to in the US - things like how depreciation works, what expenses are deductible, and timing of when income is recognized. Having both a good Mexican accountant AND a US accountant who understands international issues is really worth the investment.

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This is really helpful, especially the point about timing and planning ahead. I had no idea about the FBAR requirements - that's definitely something we need to look into since she'll likely need Mexican bank accounts for the rental property. You mentioned that having permanent residency automatically makes you a Mexican tax resident now regardless of days spent there. Does this mean the old strategy of spending less than 183 days in Mexico to avoid tax residency no longer works for permanent residents? That could completely change how we approach this situation. Also, do you know if there are any specific rules about how rental income depreciation is handled differently between the two countries? I'm worried about situations where Mexico might not allow the same depreciation schedule as the US, creating timing differences in when income is recognized.

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Alfredo Lugo

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Has anyone dealt with rental income specifically across borders? I'm wondering about vacation rental platform payments (like Airbnb) - does it matter if the payments go to a US bank account vs Mexican account? Does that change where the income is considered sourced from?

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Sydney Torres

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In my experience, the source of rental income is based on where the property is located, not where the payments are received. If the property is in Mexico, the income is Mexican-sourced regardless of whether Airbnb deposits it in a US or Mexican bank account. That said, having the money flow into a Mexican account can simplify things for Mexican tax reporting. It also helps with currency conversion documentation since you won't have to explain exchange rates for each transaction.

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This is such a helpful thread! I'm dealing with something similar for my sister who just got her Mexican permanent residency but still works remotely for a US company. One thing I learned from our tax attorney is that the timing of when your mom establishes her tax residency status in Mexico matters a lot. If she files the declaration for US primary tax residence early in the tax year, it can help avoid complications later. Also, since she's starting the vacation rental next year, now would be a perfect time to set up proper record-keeping systems for both countries. The Mexican tax authority is getting much more sophisticated about cross-referencing rental platform data (Airbnb, VRBO, etc.) with tax filings. Having clean books from day one will save headaches later. For the rental property specifically, make sure she understands the depreciation rules in both countries - they're calculated differently and this can affect her overall tax strategy significantly.

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Ryan Andre

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This is really valuable advice about timing! I hadn't thought about the depreciation rules being different between countries - that could definitely impact the overall tax picture significantly. Do you happen to know if there are any specific deadlines for filing that tax residency declaration in Mexico? And regarding the depreciation differences, is it something where she'd need to maintain separate depreciation schedules for each country's tax purposes? The record-keeping point is spot on too. Better to start organized from the beginning rather than trying to reconstruct everything later when tax time comes around.

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Sofia Torres

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Great question about the deadlines! From my understanding, the tax residency declaration should ideally be filed by the end of February following the tax year in question, but it's best to file it as early as possible in the year to establish clear status from the beginning. Yes, she'll likely need to maintain separate depreciation schedules for each country. The US typically uses MACRS depreciation for rental properties (27.5 years for residential), while Mexico has its own depreciation rates and methods that can be quite different. This means the same property could have different book values for tax purposes in each country by the end of any given year. @cd137fb298ed - do you know if there are any specific forms or documentation requirements for that initial tax residency declaration? I want to make sure we don't miss anything important when helping Emma's mom set this up properly. The timing aspect really can't be overstated. Getting ahead of this before the rental income starts flowing will make everything much smoother down the road.

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Social Security Taxes with W2 and Self-Employment Income + Solo 401k Setup - Tax Implications

My brother lost his job earlier this year but received a pretty generous severance package that brought his W2 income to around $337,500 for the year. While he was getting his severance, he started an LLC back in July and has been doing some consulting work (corp-to-corp/1099) with expected earnings of about $168,750. He didn't make many estimated tax payments since most of the consulting income came in after August, and now I'm helping him figure out what he needs to pay for January estimated taxes and how to minimize his tax hit. Two issues I'm confused about: Issue #1: I know he already hit the Social Security limit with his W2 job ($160,200 for 2023). I understand he still owes the Medicare tax (1.45% x 2 for employee+employer portions) plus the 0.9% additional Medicare tax on his self-employment income since he's already over the $200k threshold from his W2 alone. But I'm not clear if he still owes the employer portion (6.2%) of Social Security on his self-employment income? The rules seem confusing since employers are supposed to pay as if they're the only employer, but individuals don't pay more than the maximum. Issue #2: We're looking at setting up a Solo 401k. He's over 50 and already put $15k into his employer's 401k (plus received $7.5k in matching). Since employer limits are PER employer, he could theoretically still contribute up to $73,500 to a Solo 401k, but he probably won't have enough 1099 income to max it out. For the employer contribution to a Solo 401k, I believe he can contribute 25% of gross business income minus his personal contributions and minus the employer half of self-employment tax. But this circles back to question #1 - is that employer half going to be just the 1.45% Medicare tax on $168,750, or the full 7.65% including Social Security? If I'm calculating correctly, his best move would be to contribute $15,000 as the employee portion (to max out at $30k total employee contributions across all plans) plus around $34-36k as the employer contribution, which would significantly reduce his taxable income. We're planning to hire a tax accountant for the actual filing, but need to handle some time-sensitive stuff before year-end like calculating January's estimated payment and setting up the Solo 401k with his employee contribution (the employer contribution can be made before the filing deadline next year). Any insights on these Social Security tax questions would be greatly appreciated!

Mei Chen

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Don't forget about state taxes in all of this! Some states have their own additional self-employment taxes or different rules for retirement plan contributions. I made this mistake a few years ago and ended up with a surprise state tax bill because I only focused on federal tax planning.

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Liam Sullivan

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This is a great point. Which states have different rules for self-employment taxes? I'm in California and wonder if there's anything specific I should watch out for.

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ApolloJackson

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This is exactly the kind of complex tax situation where having all the details straight is crucial. Based on what everyone has shared, it sounds like your brother is in a good position to significantly reduce his tax burden through the Solo 401k strategy. One additional consideration - since he's dealing with both severance income and new consulting income, make sure to factor in the timing of when the consulting payments were actually received versus earned for cash accounting purposes. If some of the $168,750 was invoiced but not yet received by year-end, that could affect both his self-employment tax calculations and his available contribution room for the Solo 401k. Also, with that level of income, he might want to consider whether a SEP-IRA could be more advantageous than a Solo 401k in his specific situation. While Solo 401k generally offers more flexibility, the administrative requirements can be more complex, especially if he's planning to continue growing his consulting business. The advice above about getting direct IRS clarification is spot on - with this much money involved and the complexity of mixed income sources, having official confirmation of the calculations could save him from costly mistakes down the road.

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QuantumQuest

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Great point about the timing of consulting income! I hadn't thought about the cash vs accrual accounting implications. Since my brother started consulting in July and most of the income came after August, we'll definitely need to verify which payments were actually received by December 31st versus just invoiced. The SEP-IRA suggestion is interesting too. I know the contribution limits are similar, but are there specific advantages for someone in his situation? From what I understand, Solo 401k allows for employee contributions (which lets him use the catch-up contributions since he's over 50), whereas SEP-IRA is employer contributions only. Given that he's already contributed to his employer's 401k, the Solo 401k seems like it would give him more total contribution room, right? And yes, definitely planning to get official IRS confirmation once we have all the numbers calculated properly. With this much money at stake, it's worth the peace of mind to make sure we're doing everything correctly.

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