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Amina Toure

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I'm an accounting assistant at a small firm, and we see this confusion all the time. Here's a simple way to think about it: - SIMPLE IRA: Employer plan, contributions come from your paycheck pre-tax, and are reported on W-2 Box 12 with code S. Employer may match. Don't report Form 5498. - Traditional/Roth IRA: Personal plans you set up yourself, separate from employer. You fund these with your own money after getting your paycheck. These are what tax software is asking about when it mentions "IRA contributions." The Form 5498 is just informational - the IRS already knows about your SIMPLE IRA contributions from your W-2. Hope this helps!

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What about rollovers? I left my job last year and rolled my SIMPLE IRA into my new employer's 401k. Do I need to report that on my taxes somehow?

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Amina Toure

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For a direct rollover from a SIMPLE IRA to a 401(k), you generally don't need to report it on your tax return as long as the money went directly from one plan administrator to the other (trustee-to-trustee transfer). If you received a check made out to you personally from your SIMPLE IRA and then deposited it into your new 401(k) within 60 days, that's an indirect rollover. In that case, you would need to report it on your tax return, but it's not taxable if done correctly within the time limit. You should have received a Form 1099-R showing the distribution with a code indicating it was rolled over. Make sure your tax software knows it was a qualifying rollover to avoid it being treated as a taxable distribution.

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I had similar confusion with my SIMPLE IRA when filing with TurboTax. Has anyone tried using a different tax software for this? I'm wondering if some handle these retirement questions more clearly than others.

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I switched from H&R Block to FreeTaxUSA last year and found their questions about retirement accounts much clearer. They specifically asked about each type of retirement account separately instead of lumping them together. The explanations were better too - they clearly distinguished between employer plans and personal IRAs.

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I've used both TaxAct and Credit Karma Tax (now Cash App Taxes) for SIMPLE IRA situations, and both were pretty clear about distinguishing between employer-sponsored retirement plans and personal IRAs. TaxAct specifically has a section that walks you through different types of workplace retirement accounts first, then asks separately about personal IRA contributions. The key thing I learned is that most tax software will import your W-2 information first, which already includes your SIMPLE IRA contributions in Box 12. Then when they ask about "IRA contributions," they're really asking if you made any additional contributions to personal Traditional or Roth IRAs beyond what's already captured from your workplace plan. Once you understand that distinction, it becomes much easier to navigate regardless of which software you use.

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Just to add another data point - I had a "Completed" status on my amended return about 3 weeks ago, and my check arrived exactly 16 days later. The date on the check was actually 10 days after the "Completed" status appeared, so there's definitely processing time between status update and them actually cutting the check. If you provided a current mailing address on your amended return, you should be fine. If you've moved since filing, you might want to set up mail forwarding with USPS just to be safe.

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Sean Kelly

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Did your Where's My Amended Refund status change at all between "Completed" and receiving the check? Mine's been stuck on "Completed" for 12 days now.

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Luca Bianchi

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Hey @bf3d16545fc5, congratulations on getting to the "Completed" status! That's definitely the hardest part. Based on your description, it sounds like everything is moving in the right direction. Just to set expectations - the "Completed" status appearing doesn't mean your check was mailed that same day. There's typically a 7-14 day processing window after "Completed" before they actually cut and mail the paper check. Since it's only been about a week for you, you're still well within the normal timeframe. One thing to double-check: make sure the mailing address on your amended return is current. If you've moved since filing, that could delay things. The IRS will mail the check to whatever address was on the 1040X form, not necessarily your current address. Also, keep an eye on your mailbox over the next week or two. Amended return refund checks sometimes come in plain white envelopes that don't look super official, so they're easy to miss among regular mail. You should definitely receive a paper check rather than direct deposit, even though you filed electronically. That's just how the IRS handles amended returns - it's a completely separate system from regular return processing.

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Thanks for the detailed timeline info! I'm actually in a similar situation - my amended return has been showing "Completed" for about 5 days now. It's reassuring to know that the 7-14 day window after "Completed" is normal. Quick question about the mailing address - if I used the same address on my 1040X that I used for my original return, and my original refund direct deposit worked fine, should I be good? Or do I need to verify the address somewhere specific for amended returns? Also, you mentioned the checks come in plain white envelopes - any other identifying features I should look for so I don't accidentally toss it?

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When I won on a Canadian game show (different one, smaller prize), they actually withheld Canadian taxes first, then I had to report it in the US. But I got a foreign tax credit for the Canadian taxes paid, so I didn't end up paying double. Make sure your cousin keeps ALL documentation they gave her. Also, if this aired on TV, keep a copy of the episode if possible as proof if ever questioned.

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Did you have to file a Canadian tax return too, or just the US one?

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Your cousin should also be prepared for this to potentially affect her state taxes in Massachusetts. Game show winnings are typically subject to state income tax as well, so she'll need to report the $25,000 on her Massachusetts return too. One more thing - if the show hasn't aired yet, she might want to consider making quarterly estimated tax payments now rather than waiting until next year's filing deadline. Owing $25k worth of additional taxable income could result in a significant tax bill, and the IRS charges underpayment penalties if you don't pay enough throughout the year. She can calculate roughly what she'll owe using her current tax bracket and make payments using Form 1040ES. The safe harbor rule is to pay at least 90% of this year's tax liability or 100% of last year's (110% if her previous year's AGI was over $150k). Since this is unexpected income, making an estimated payment could save her from penalties later.

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This is really helpful advice about the estimated payments! I'm new to understanding tax obligations and wondering - when you mention the safe harbor rule, does that 90% calculation include this new prize income, or is it based on her regular job income? Like if she normally makes $50k from her job and now has this extra $25k, what exactly would she need to calculate for the estimated payment?

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Ashley Adams

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dont forget about retirement contritbutions too!! when i was doing pslf i figured out i could lower my AGI by putting more in my 401k which lowered my student loan payments. its like getting a discount on retirement saving!!! for us we did married/seperate and the lower income spouse claimed our kid. saved us like $4k a year in studen loan payments and only lost like $1500 in tax benefits

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This is really smart! I never thought about increasing 401k contributions to lower AGI for student loan calculations. Does anyone know if HSA contributions have the same effect?

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Yes, HSA contributions absolutely work the same way! HSA contributions reduce your AGI just like 401k contributions do, which means they'll lower your income-driven repayment calculations for PSLF. If you're eligible for an HSA (high-deductible health plan), you can contribute up to $4,300 for individual coverage or $8,550 for family coverage in 2024. It's actually a triple tax advantage - deductible going in, tax-free growth, and tax-free withdrawals for qualified medical expenses. With a new baby, you're probably going to have medical expenses anyway, so maximizing HSA contributions could be a really smart move for your situation. You'd lower your student loan payments AND build up a tax-advantaged fund for healthcare costs. The combination of maxing 401k, HSA, and filing separately with the right spouse claiming your child could really optimize your finances during these final PSLF years!

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Aidan Hudson

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This is such great advice! I had no idea that HSA contributions could help with student loan payments through lowering AGI. With our combined income around $220k and a new baby, we'll definitely have medical expenses. Just to make sure I understand correctly - if I'm the one pursuing PSLF, I should be maximizing MY 401k and HSA contributions specifically to lower MY AGI for the loan calculation, right? And then we'd still file separately with one of us claiming our son as a dependent? Also, do you know if there are any other pre-tax contributions that work the same way? I think my employer offers dependent care FSA too but I'm not sure if that reduces AGI.

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i think everyone is overcomplicating this. I've got W-2Gs for years and just give em to my tax guy with all my other forms. he puts them in the right spot. if u dont have a tax person just use turbotax or something, it literally asks you if you have gambling winnings and where to put the numbers from the form. its not rocket science lol

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GalacticGuru

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Just to add to what others have said - make sure you check Box 4 on your W-2G form to see exactly how much federal tax was withheld. This is crucial because it gets reported on Line 25b of your Form 1040 along with your other tax withholdings. Also, keep in mind that gambling winnings can push you into a higher tax bracket, so you might end up owing more than what was withheld. The casino typically withholds at 24%, but if your total income puts you in the 32% or higher bracket, you'll owe the difference. One last tip - if you're thinking about claiming gambling losses, you need to have them documented BEFORE you file. You can't go back and recreate a gambling log after the fact if you get audited. The IRS has seen every trick in the book, so proper documentation from the start is essential.

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Amina Toure

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This is really helpful info about the tax brackets! I'm wondering - is there a way to estimate beforehand if I'll owe more money? Like if I know my regular income and the jackpot amount, can I figure out roughly what my total tax situation will look like before I file? I'd rather know now if I need to set aside extra money rather than get surprised with a big tax bill later.

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Daniel White

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Yes, you can definitely estimate this! You'll want to add your W-2G winnings to your regular income to see what tax bracket you'll fall into. For 2025, the tax brackets are 10%, 12%, 22%, 24%, 32%, 35%, and 37% for different income levels. Here's a quick way to estimate: Take your expected total income (regular income + gambling winnings), then use the IRS tax tables or any online tax calculator to see your estimated total tax. Compare that to what you normally owe plus the amount withheld from your jackpot. The difference is roughly what you might owe or get back. For example, if your regular income puts you in the 22% bracket but adding the jackpot pushes you into 24%, you'd owe the extra 2% on that portion. Since casinos withhold at 24%, you might actually break even or get a small refund in that scenario. I'd recommend running the numbers through a tax calculator with your specific income figures to get a better estimate. Better to know now and set money aside than get hit with a surprise bill!

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