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My accountant told me that for small businesses, the IRS is more concerned with you eventually filing the forms rather than hitting the exact deadline. I was late filing 5 1099s last year (by about 3 months) and included a letter explaining that I was a new business owner unfamiliar with the requirements. Never heard anything from the IRS about it, no penalties. Just make sure you're accurate with the information when you do file. According to my accountant, the IRS is mainly looking for intentional avoidance, not honest mistakes by small business owners.
Does your explanation letter need to follow any specific format? I'm worried about writing something that makes things worse instead of better.
The letter doesn't need to follow any specific legal format, but it should be professional and concise. Mine simply stated: "This is my first year filing 1099s as a business owner. I was unaware of the January 31 deadline. Upon discovering my error, I immediately collected the necessary information and am filing these forms as soon as possible. I've implemented a tax deadline calendar to ensure timely filing in the future." Keep it simple, honest, and focus on the steps you've taken to correct the issue and prevent it from happening again. Don't make excuses or include unnecessary details.
Don't stress too much. I've been a small business owner for 6 years and messed up 1099s twice. Once I completely missed filing for a contractor (didn't realize the amount exceeded $600) and another time I filed 4 months late. In both cases, I filed as soon as I realized my mistake, included a simple explanation letter, and never received any penalties. The IRS has bigger fish to fry than small business owners making occasional honest mistakes. They're looking for patterns of non-compliance, not one-time errors. Just don't ignore it - that's the worst thing you can do. File those forms ASAP and you'll likely be fine.
What software do you recommend for filing late 1099s? Can regular tax software handle it or do you need something special?
Any tax software that handles 1099s can work for late filing. I use QuickBooks for my business and it lets me generate 1099s anytime, even well past the deadline. The forms look exactly the same, they're just submitted late. If you don't have accounting software, you can use something like Tax1099.com or even IRS free fillable forms. Just make sure to include the transmittal Form 1096 with your paper submission, as that's required when submitting 1099s by mail. And remember to check the box on Form 1096 indicating these are late-filed returns.
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One thing nobody has mentioned - have you checked the IRS account transcript for 2019? Log into your IRS online account and pull the account transcript (not the return transcript) for 2019. Sometimes there are codes on there that indicate they received your amendment and what's happening with it, even when the "Where's My Amended Return" tool shows nothing. Look for Transaction Code 971 (notice issued) or 970 (amendment received). These might give you clues about what's happening. I had a similar situation where my amended return disappeared into the void, but the transcript had codes showing they had questions.
Thanks for this suggestion! I just checked my IRS transcript online and found a TC 971 from about 5 months ago but never received any notice. Would you know what my next step should be? Should I call and reference this specific code?
Yes, definitely call and reference that specific TC 971 code along with the date it shows on your transcript. That's proof they've at least started processing your amendment. When you call, ask specifically what notice was issued related to that code. It's very common for IRS notices to get lost in the mail or sent to old addresses. Tell them you never received anything and ask if they can reissue the notice or tell you what information they need from you to continue processing your amendment. Having this specific code information will help get you to a more knowledgeable agent when you call.
Just wanted to add that I had a similar issue with a 2019 amendment that took nearly 14 months to process. What finally worked for me was contacting my congressional representative's office. They have caseworkers specifically for dealing with federal agencies like the IRS. I filled out a privacy release form, explained my situation, and within 3 weeks, I got a call from the IRS about my amendment. Apparently it had been sitting in a queue waiting for review, but the congressional inquiry bumped it up for attention. It still took another month to actually process after that, but at least I got information and resolution. Might be worth trying if you've already waited 8+ months with no updates.
I second this approach. I had a similar issue with an amended return and my senator's office was able to help. The caseworker told me they're seeing a huge increase in IRS cases because of the backlog. Worth trying if other methods don't work.
Thank you for this suggestion! I never thought about contacting my congressional rep for a tax issue. How exactly did you start this process? Did you call their office or is there a form on their website?
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Quick question - does anyone know if I should report my kid as "can be claimed as dependent" if I'm dealing with Form 8615? My daughter made about $5,000 last year from a summer job plus has some dividend income, but I'm not sure if checking that box affects how the kiddie tax is calculated.
Yes, you should definitely mark that your child can be claimed as a dependent if that's the case. The kiddie tax (Form 8615) specifically applies to dependents with unearned income above a certain threshold. If you don't indicate they're a dependent, the tax calculations will be incorrect.
Just want to mention that if your child only has unearned income (no job income), you might have the option to include it on YOUR tax return using Form 8814 instead of filing a separate return with Form 8615. That can sometimes be simpler. But since your daughter has both earned income from her job and investment income, she'll need to file her own return with Form 8615. Also, the threshold for filing Form 8615 in 2024 (for 2023 taxes) is $2,500 in unearned income, so with $1,800 you might actually be under the threshold and don't need Form 8615 at all. Double check the current year's threshold!
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For anyone struggling with Form 8962, there's a really helpful worksheet from the IRS that breaks down the calculation step by step: https://www.irs.gov/pub/irs-pdf/i8962.pdf The basic formula is: 1. Your income as a % of federal poverty level determines your "expected contribution" 2. Your expected contribution is subtracted from your plan's benchmark premium 3. The difference is your premium tax credit 4. Compare that to the advance payments you received 5. Line 24 shows if you get more credit (positive) or need to repay (negative) The most confusing part for most people is the "expected contribution percentage" which is on a sliding scale. For 2024, if your income is below 150% of poverty level, you pay 0%, and it gradually increases up to 8.5% for higher incomes.
That link just takes me to a 20-page instruction booklet that's even more confusing than the form itself! Is there a simpler explanation or maybe a calculator where I can just plug in my numbers?
You're right, that instruction booklet is pretty dense. The Healthcare.gov website has a much more user-friendly calculator at https://www.healthcare.gov/tax-tool/ where you can input your information and it will estimate your premium tax credit. For a simple explanation: think of it as the government saying "based on your income, you should only have to pay X% of your income for health insurance." If your actual plan costs more than that, the premium tax credit makes up the difference. Form 8962 is just reconciling what you received in advance versus what you were actually eligible for based on your final income for the year.
Does anyone know if there's a repayment cap for Form 8962? My income ended up being way higher than I estimated (got a big promotion mid-year), and line 24 is showing I owe back over $4,000 in premium tax credits. That can't be right, can it??
Yes, there are repayment caps based on your income as a percentage of the federal poverty line! For 2023 taxes, if your income is below 200% of FPL, the cap is $350 for single filers or $700 for families. If your income is 200-300% of FPL, the cap is $950/$1,900. And for 300-400% FPL, it's $1,500/$3,000. However, if your income ended up above 400% of the federal poverty line, there unfortunately isn't a repayment cap - you'd have to repay the full amount. This is one of the most painful surprises people encounter with marketplace insurance.
Miles Hammonds
Excel is fine but honestly Google Sheets might be better for your situation. I created a simple template where I: 1. Made a table with all my common stops and the mileage between each one 2. Created a daily log sheet where I just check boxes for which stops I visited 3. Set up formulas to calculate the total based on checked boxes 4. Added a monthly summary tab that pulls from the daily logs The advantage over Excel is you can access it from your phone when you're on the road, plus it automatically backs up. I've been using this system for 2 years for my pool service business and it's worked great for tax purposes.
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Ruby Blake
•Can you share a template of how you set yours up? I'm not great with formulas and would love to see an example.
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Miles Hammonds
•I don't have a public template I can share, but I can explain the basic setup. First tab has a matrix of locations with miles between each. For example, if you go from Office to Client A to Client B, you'd have those distances mapped. Second tab has dates down the left column, then checkboxes for each stop. I use SUMIFS formulas to add up the mileage based on which boxes are checked. For example, if you check Office→Client A→Client B, it adds those specific segments. The monthly summary just uses SUMIF to pull all mileage from a given month into a neat report. The trickiest part is setting up the conditional logic to only count consecutive stops.
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Micah Franklin
Just a heads up - I'm a delivery driver too and the IRS audited me last year specifically about my mileage deduction. They made me provide: - Daily mileage logs showing odometer readings - Service records showing odometer at maintenance visits - Receipts for gas that matched my driving patterns My Excel sheet wasn't detailed enough and I lost about 30% of my claimed deduction. Whatever system you use, make sure you're recording: - Starting and ending odometer EVERY DAY - Specific business purpose for each stop - Total business vs personal miles
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Ella Harper
•That sounds terrifying! Did you have to pay penalties too or just the additional tax?
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