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An important thing to note - if your employer continues not withholding properly after you've brought it to their attention with correct information, you can file Form 8919 "Uncollected Social Security and Medicare Tax on Wages" with your tax return. This helps protect you when employers aren't handling payroll taxes correctly. Also, check if they're withholding state taxes properly. Often when federal withholding is wrong, state withholding might be calculated incorrectly too.
Form 8919 is only for social security and medicare taxes though, right? What about federal income tax that's not being withheld? Is there a different form for that situation?
You're right to ask that clarification. Form 8919 specifically addresses Social Security and Medicare taxes, not federal income tax withholding issues. For federal income tax that isn't being properly withheld, you should make estimated tax payments using Form 1040-ES to avoid underpayment penalties. The IRS generally expects you to pay taxes as you earn income throughout the year, and you could face penalties if you wait until filing your annual return to pay a large tax bill.
I work in a similar situation at a small business and your boss is completely wrong lol. Some restaurant owners just make up stuff about taxes that sounds right to them without actually learning the rules. My boss once tried to tell us we didn't need to report cash tips under $20 per shift because "the IRS doesn't track small amounts" which is total BS!! Just be super careful and maybe look into making your own quarterly estimated tax payments to cover what he's not withholding.
You might want to look into the "Hobby vs. Business" distinction. If you're regularly selling cards and making a profit, the IRS may view this as a business rather than a hobby. The difference matters because with a business: 1. You can deduct expenses (like platform fees or shipping) 2. You need to file Schedule C 3. You may be subject to self-employment tax If it's just a hobby, the rules are different. But either way, keeping the money on the platform doesn't change when the income is recognized.
Is there a specific threshold for when card selling becomes a business vs hobby? Like a certain number of sales or dollar amount? I'm trying to figure out which category I fall into.
There's no specific dollar threshold that automatically makes it a business versus a hobby. The IRS looks at several factors including whether you depend on the income, how much time you spend on it, if you maintain proper records, and if you operate in a businesslike manner. Generally, if you're consistently profitable for 3 out of 5 years and treat the activity seriously (keeping records, having a separate bank account, etc.), the IRS is more likely to consider it a business. If you're just occasionally selling cards from your personal collection without much organization, it's more likely to be a hobby.
You guys are overcomplicating this. The platform spells it out clearly - they report $600+ in GROSS PAYOUTS. If you keep it as credit and never get paid out, technically there's no "payout" to report! I've been doing this with my vintage comic sales and haven't got a 1099 yet.
I strongly advise against this interpretation. "Gross payouts" in the platform's language likely refers to the total value of your sales, not specifically withdrawals. Most platforms report the total sales value whether you withdraw or not. Even if you did find a platform that only reports when you withdraw, you're still legally obligated to report all income on your tax return. The 1099 is just an information form - not receiving one doesn't mean you don't owe tax on the income.
Best tax advice: Max out your HSA if you have one. It's literally the only TRIPLE tax advantaged account. 1) Contributions are tax-deductible 2) Growth is tax-free 3) Withdrawals for medical expenses are tax-free. Plus once you're 65, you can withdraw for non-medical expenses and just pay normal income tax (like a traditional IRA). The real pro tip? Save your medical receipts but pay out of pocket now. Let that HSA money grow for decades, then reimburse yourself in retirement. There's no time limit on when you can reimburse yourself for qualified medical expenses. My dad saved $34,000 of medical receipts over 15 years, then reimbursed himself tax-free when he retired to fund a cross-country RV trip.
Can you do this if your employer contributes to your HSA? Mine puts in $1500/year but I've never added my own money. Also, do you need to keep the physical receipts or are digital copies ok?
Yes, you can absolutely add your own contributions on top of what your employer provides! For 2025, the contribution limit is $4,150 for individuals and $8,300 for families (including employer contributions). So if your employer adds $1,500, you can still contribute up to $2,650 for individual coverage or $6,800 for family coverage. This is a great way to reduce your taxable income. Digital copies of receipts are perfectly fine as long as they clearly show the date, amount, service provider, and type of medical expense. I recommend keeping them in multiple places (cloud storage, external hard drive) since we're talking about potentially decades of storage. The IRS doesn't specify a format, but you need to be able to produce them if audited.
The best advice I ever got? Keep track of your tax BASIS in everything - especially investments. Basis is basically what you paid for something, but it gets adjusted for all kinds of things. Nobody thinks about this until they sell an investment and suddenly realize they have no idea how to calculate their gain/loss. This hit me hard when I inherited stocks from my grandpa and then sold them a few years later. Had NO CLUE what the basis was, ended up overpaying thousands in taxes before a good CPA friend pointed out I should have been using the stepped-up basis from when I inherited them, not what grandpa paid decades ago.
This is super important! I'd add that tracking basis for crypto is an absolute nightmare if you don't stay on top of it from the beginning. I learned this the hard way after trading different coins across multiple exchanges.
One thing nobody's mentioned - make sure to consider whether filing jointly will affect your student loan payments if either of you are on an income-based repayment plan! My wife and I file separately even though we'd save on taxes by filing jointly because her student loan payments would increase by more than the tax savings if we filed together.
Omg this is so important! We learned this the hard way last year. Saved $600 on taxes by filing jointly but my wife's student loan payment went up $175/month. Do the math before you decide!
You're absolutely right about doing the full calculation. A lot of people miss this part of the equation. The student loan impact can completely change what looks like a good decision based solely on taxes. In our case, filing separately costs us about $800 more in taxes each year, but saves my wife nearly $2,400 annually on her income-based student loan payments. That's a net benefit of $1,600 by filing separately, even though it looks worse on paper tax-wise.
Has anyone actually checked if your wife should be classified as a household employee (like a nanny) instead of self-employed? The IRS has specific rules about this and it can make a BIG difference in taxes.
This is a really good point. If your spouse is tutoring in people's homes on a regular schedule and they control when and how the work is done, they might qualify as a household employee. This means the family should be paying half of the Social Security and Medicare taxes instead of your spouse covering it all through self-employment tax.
Brooklyn Foley
Just a tip from personal experience - even if you don't have to amend 2022, you might want to consider it if you had any amount of foreign tax paid that year. I was in a similar situation and found out I could have gotten a refund by filing Form 1116 for the foreign taxes I paid, even though I didn't need Form 2555 that year. Also, for 2023, definitely look at whether the Foreign Tax Credit (Form 1116) might be better than the Foreign Earned Income Exclusion (Form 2555) for your situation. With lower earned income but higher investment income with foreign taxes paid, Form 1116 might give you more benefit.
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Jay Lincoln
ā¢What's the time limit for amending previous returns to claim those foreign tax credits? I haven't been claiming mine for years but pay a lot of tax in my country of residence.
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Brooklyn Foley
ā¢You generally have 3 years from the original filing deadline to amend a return and claim a refund. So for 2022 taxes (which were due April 2023), you have until April 2026 to amend and claim those foreign tax credits. If you've been missing out on foreign tax credits for multiple years, you could potentially amend returns going back three years. This can be especially valuable if you're paying higher tax rates in your country of residence than you would in the US. Many expats don't realize they're leaving money on the table by not claiming these credits!
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Jessica Suarez
Does anyone know if using the standard deduction affects any of this? Last year I took the standard deduction because my income was so low ($9,800) and didn't bother with Form 2555. Now for 2023 my income is higher but I'm not sure if I've messed things up for using Form 2555 this year.
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Marcus Williams
ā¢You're totally fine! Using the standard deduction has no impact on your ability to use Form 2555 in future years. They're completely separate parts of your tax return. I've switched back and forth between years with and without Form 2555 while taking the standard deduction each time.
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