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One thing nobody's mentioned yet - you asked about a receipt when filing your extension. Make sure you save or print the confirmation page after filing Form 4868. For electronic filing, you'll get a confirmation number - write this down somewhere safe! If you make a payment with your extension (which you should), the canceled check or credit card statement serves as additional proof. The IRS also sends an email confirmation if you file electronically through their system. I actually take screenshots of the entire process just to be extra safe. Had an issue once where my extension wasn't properly recorded, and having all that documentation saved me from some nasty penalties.
Thank you for mentioning this! I was wondering about the documentation part. Do you recommend keeping these records for the standard 3 years like regular tax returns?
I actually recommend keeping extension documentation for at least 6 years, even though the standard recommendation for most tax records is 3 years. The reason is that extension issues can sometimes take longer to surface. Plus, these documents don't take up much space digitally. I create a tax folder for each year with subfolders for "Extension" and "Final Return" and keep all confirmation numbers, screenshots, and payment records organized there. It's saved me more than once when questions came up years later.
Has anyone tried using FreeTaxUSA instead of TurboTax for filing with K-1s? TurboTax gets SO expensive once you need the "premium" or whatever version for investment income, and I'm wondering if there are cheaper alternatives that still handle extensions properly.
I switched from TurboTax to FreeTaxUSA two years ago and haven't looked back. They handle K-1s just fine in my experience (I get one from an S-Corp). Their interface for recording extension payments is actually more straightforward than TurboTax too - it's right in the "Payments" section and clearly labeled. Federal filing is free and state is only around $15. For extensions, they guide you through the same Form 4868 process.
One thing to watch out for - if you include your kids' interest on your return using Form 8814, it might affect your eligibility for certain credits or increase your AGI. For my situation, it made more sense to file separate returns for my kids because it affected my student loan income-based repayment calculation. Might be worth running the numbers both ways if the interest amounts are substantial.
How much interest would be considered "substantial" enough to file separate returns? My 10-year-old has about $320 in interest from a trust fund his grandparents set up.
There's no hard and fast rule about what's "substantial" - it depends on your individual tax situation. For $320, I probably wouldn't bother with a separate return unless you're right at the threshold for some income-based benefit or credit. In my case, I had nearly $2,000 in interest for my child from a settlement, and including that on my return would have pushed me into a different income bracket for my student loan payments. Every situation is different, so you might want to calculate your return both ways if you're concerned.
Has anyone noticed if FreeTaxUSA charges extra to add Form 8814? Some tax software makes you upgrade to a paid version for "complex" tax situations and I'm trying to avoid surprise fees.
FreeTaxUSA doesn't charge extra for Form 8814 specifically. Their free federal version includes almost all tax forms, unlike TurboTax which makes you upgrade for basically anything beyond a W-2. You'll still pay for state filing (~$15) but the federal part with child interest reporting should be included in the free version.
Another option worth considering is to contact the Taxpayer Advocate Service. They're designed to help when you've tried normal IRS channels without success. Since you've been waiting for quite a while and keep getting interest notifications without the actual payment, you might qualify for their assistance. You can find your local office here: https://www.taxpayeradvocate.irs.gov/ I used them last year when I had issues with my stimulus payment after moving back from Canada, and they were able to help resolve it within about 2 months.
Thanks for suggesting the Taxpayer Advocate Service! Have you heard if they're also dealing with major backlogs like the regular IRS departments? I'm wondering if it's worth contacting them now or waiting until I'm physically back in the US next month.
They definitely have backlogs too, but in my experience, they're still faster than waiting for the regular IRS channels to resolve issues. If you contact them now, they might be able to start your case so that by the time you're back in the US, they'll be ready to work with you more directly. One important tip: when you contact them, be very specific about the financial hardship the delay is causing. They prioritize cases partly based on the level of hardship, so if this money is important for your relocation or getting established back in the US, definitely mention that.
Have you checked if you can see your refund status through the "Where's My Refund" tool on the IRS website? Sometimes that shows if a check was issued and returned. Also, when you filed the streamlined returns, did you include direct deposit information?
Something everyone should know - the IRS has a First Time Penalty Abatement policy that might help in your situation! If you've had a clean tax record for the past 3 years before your unfiled return, you can often get the failure-to-file and failure-to-pay penalties waived for one tax year. This wouldn't apply to the interest that's accrued, but it could significantly reduce what you owe. You'd need to file all your back taxes first, then request the abatement either by calling the IRS or submitting a letter.
That's amazing! I didn't know about this policy. Do you know if it would apply to my situation since I missed 2021 and 2022? Could I get the penalties waived for just 2021 or would it not work since I missed multiple years?
The First Time Penalty Abatement typically only applies to the first tax year in which you had an issue, so in your case, it would likely only apply to 2021. It wouldn't cover 2022 because by then, you no longer had a "clean compliance history" due to the 2021 issue. The good news is that getting the penalties waived for even one year can make a significant difference. For your 2021 tax year, this could potentially save you hundreds or even over a thousand dollars depending on your original tax amount. After you file all your returns, you can call the IRS and specifically request a "First Time Abatement" for the 2021 tax year. Just make sure you've filed all your back taxes before making the request.
I'm going through almost the same thing - can anyone recommend good tax software for filing previous years? I need to file 2020 and 2021 returns.
I used FreeTaxUSA for my previous year returns and it worked great. They charge like $15 for prior year federal returns and their interface is easy to use. You just need to make sure you're in the right tax year when you start - they have separate sections for each year.
Sean Flanagan
To clarify on the original question - I went through this exact process last year with my single-member LLC. The confusion often happens because: 1. By default, a single-member LLC is taxed as a "disregarded entity" (essentially a sole proprietorship) 2. You can elect to be taxed as an S-Corporation WITHOUT changing your legal structure 3. This is done through Form 2553, which it sounds like you already filed 4. You DO NOT need a new EIN to make this election When you call back, specifically ask to speak with someone in the Business & Specialty Tax Line who handles S-Corporation elections. The regular customer service reps often don't understand the distinction between business structure and tax classification.
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Malik Robinson
ā¢Thank you!! This is exactly what I needed to know. When you made the switch, did you have to wait for formal approval before filing your taxes as an S-Corp, or could you file that way based on having submitted the election form?
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Sean Flanagan
ā¢When I submitted my Form 2553, I did wait for the formal approval letter before filing my taxes as an S-Corp. However, if you've submitted the form and tax season is approaching, you have options. You can file an extension to give yourself more time to resolve this. This doesn't extend your payment deadline, but it gives you until October to file the actual returns. In the meantime, you can keep following up with the IRS about your election status. If you're confident you submitted everything correctly, you could also proceed with filing as an S-Corp, attaching a copy of your submitted Form 2553 to your return with an explanation that it's pending approval.
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Zara Shah
Quick question - does anyone know if its to late to make the S-corp election for 2024 now? I have a single member LLC to and want to do this but haven't submitted the 2553 yet.
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NebulaNomad
ā¢For 2024, you needed to file Form 2553 within 2 months and 15 days of the beginning of the tax year (so by March 15, 2024 for calendar year businesses). But you can still file late with a "reasonable cause" statement explaining why you missed the deadline, and the IRS may accept it. Or you can just make the election for 2025 instead.
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Zara Shah
ā¢Thanks for the info! Guess I missed the deadline for this year. I'll probably just plan to do it for 2025 rather than trying to explain a late filing. Do you know if I should file it now for next year or wait until January?
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