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Most companies these days structure these as taxable cash payments because the formal HRAs require a lot more administration and paperwork. You can easily check by looking at your first paystub after the reimbursement kicks in - if they're withholding taxes from it, there's your answer! Also worth asking if they offer a Section 125 Cafeteria Plan instead, which can make these benefits pre-tax. But honestly, even with taxes taken out, $375/month is still free money if you're already covered elsewhere.
Can you explain what a Section 125 Cafeteria Plan is? Never heard of this before. Is this something I should specifically ask my HR about?
A Section 125 Cafeteria Plan (named after the section of the tax code) allows employees to pay for certain benefits with pre-tax dollars. It's essentially a menu of benefit options where you can choose between taxable benefits (like cash) and non-taxable benefits (like health insurance, FSAs, etc.). Yes, definitely ask your HR if they have this plan option. If they do, and you opt for the cash option within this plan, it might be structured in a way that reduces your tax burden. But be aware that most small to medium companies don't have this set up because it's administratively complex. Still worth asking though!
My company does this too! They call it a "health stipend" and deposit $400/month into my checking account for waiving coverage, but they absolutely do withhold taxes on it. It shows up on my paystub as "Benefit Waiver Pay" and gets taxed just like regular income. I did the math and even after taxes, I still come out ahead by about $3200/year by staying on my wife's insurance and taking the taxable payment. Just be prepared that $375/month will probably be more like $250-275 after taxes depending on your tax bracket.
This matches my experience too. My employer gives $320/month for declining their insurance, and it's definitely taxed. Shows up as "Benefit Opt-Out Pay" on my paystub.
One thing nobody mentioned yet - you need to file the returns with "DECEASED" written across the top and the date of death. Also, you should be filing Form 1040 with Form 1310 (Statement of Person Claiming Refund Due a Deceased Taxpayer) if you're not the surviving spouse. For investment accounts, if they were small, you might receive 1099-B forms in the mail in January/February for the tax year. If not, try contacting banks where he had accounts to see if they have records of investment accounts. Many people have small brokerage accounts attached to their checking accounts these days.
Thank you for mentioning those specific forms! I hadn't heard about Form 1310 yet. I'll definitely make sure to write "DECEASED" on the returns too. I've contacted his bank but they weren't very helpful without a court order or something official showing I have authority. I'm going to try again with his last bank statement to see if there are any transfers to investment accounts I can trace.
You're welcome. The Form 1310 is crucial - the IRS won't issue the refund without it when filing for a deceased taxpayer. And make sure you're using your uncle's final address on the return, which sounds like it should be the State B address where he actually lived. For the bank issues, you might need to get Letters Testamentary or Letters of Administration from the probate court, depending on your state's processes. Even for small estates, many states have a simplified probate process that gives you the legal authority you need. Without those documents, financial institutions are legally restricted in what information they can share, even with family members.
Be careful about the state residency issue. My cousin filed for my aunt using the wrong state and ended up with penalties from both states! State B will probably consider your uncle a resident if that's where he actually lived, especially if he had utility bills, a driver's license, or was registered to vote there. If possible, look for these documents to determine his legal domicile: - Driver's license - Voter registration - Utility bills - Property tax statements - Car registration The state where most of these documents point to is likely his legal residence for tax purposes.
Make sure you check if any of your transactions qualify for special tax treatment before you report them all as non-ECI on your attachment. Some foreign income might qualify for treaty benefits or exclusions depending on the country. I made that mistake and ended up overpaying my taxes significantly last year.
Can you give an example of the special treatment you're talking about? I have income from Canada and want to make sure I'm not missing anything.
For Canadian income specifically, you should check the US-Canada tax treaty to see if your type of income qualifies for reduced withholding or special classification. For example, certain royalties from Canada are subject to a maximum 10% withholding rate rather than standard rates. Also important for Canadian transactions - if you have income from Canadian retirement accounts, there are specific reporting requirements and potential treaty benefits. Some Canadian investment income might not need to be on Schedule NEC at all if it meets certain treaty qualifications. Review Article XI and XII of the treaty for investment income and royalties.
Has anyone tried using TurboTax for handling excess Schedule NEC transactions? Does it have a way to add the extra transactions or do I need to create a separate statement no matter what software I use?
TurboTax Premium with the foreign tax package can handle additional non-ECI transactions. It automatically creates the attachment when you exceed the limit. I've used it for the past two years with no issues.
Another approach is to make sure you satisfy one of the safe harbor provisions. If you pay 100% of last year's tax liability (or 110% if your AGI was over $150k), you won't face underpayment penalties regardless of how much you actually end up owing for 2025. If your 2024 total tax was relatively low, this might be an easier target than trying to estimate your 2025 liability perfectly.
How would I calculate that 100% of last year's tax liability? Is that just the total amount on my 2024 return, or some specific line number?
Look at your 2024 Form 1040, line 24. That's your "total tax" - the number you need to meet or exceed through withholding and/or estimated payments to satisfy the safe harbor provision. If that amount was $10,000, for example, then as long as you have at least $10,000 withheld or paid via estimated payments for 2025, you won't face any underpayment penalties - even if your actual 2025 tax liability ends up being much higher due to your combined income sources.
Don't forget about state taxes too! Everyone's talking about federal, but depending on your state, you might need to make separate estimated state tax payments. Some states have different rules than the IRS about withholding coverage.
Good point! In California they're super strict about quarterly payments for self-employment income. I got hit with a penalty even though I paid everything by tax day.
Jamal Thompson
One important thing nobody's mentioned - when you respond to the 886-A, make sure you keep copies of EVERYTHING you send to the IRS. I learned this the hard way when they claimed they never received my documentation during an audit last year. Also, if you're recalculating using the standard mileage method, make sure you have a mileage log that shows business vs. personal use. They often request this as follow-up if you don't provide it initially. Without a log, they might reject the standard mileage claim too.
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Nia Harris
ā¢Is it too late to create a mileage log now? I kept rough track in my calendar of my routes and deliveries but didn't have a formal "mileage log" per se. Can I recreate one from my notes?
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Jamal Thompson
ā¢You can reconstruct a reasonable mileage log from your existing notes and calendars. The IRS doesn't require a specific format - they just need to see evidence that you tracked business vs personal miles. Include dates, starting location, destination, purpose of trip, and mileage for each business drive. Be honest about reconstructing it from your notes - don't claim it's an original contemporaneous log if it isn't. Many small business owners have to reconstruct logs during audits, and the IRS understands this as long as you have some supporting documentation like your delivery schedules, client meetings, etc.
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Mei Chen
Has anyone actually calculated whether it's better to use standard mileage vs actual expenses for newspaper delivery? I'm curious because I do food delivery and always claimed mileage (about 19,000 miles last year) but never bothered to track my actual car expenses to compare.
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CosmicCadet
ā¢For high-mileage, lower-cost vehicles, standard mileage rate usually wins. I've done both delivery and rideshare for years. When I tracked both methods side by side last year, standard mileage gave me a $9,850 deduction while actual expenses would have been around $7,200. But it totally depends on your vehicle and situation.
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