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As someone who prepares taxes professionally, I'd add that you might also qualify for the Earned Income Tax Credit even with self-employment income, depending on your total income and other factors. This could potentially offset some of what you owe. Also important to note: if you genuinely never received a 1099 form, the delivery company might not have reported your income to the IRS (though they should have if it was over $600). This doesn't excuse you from filing, but it might mean the IRS hasn't flagged your account yet for non-filing.
Thanks for mentioning this! I definitely made under $10k for the year, so maybe I'd qualify for that credit? And you're right - I never got any forms from the company, so maybe they didn't report it. Would that make my penalties less severe?
You should definitely check if you qualify for the EITC. For 2023, a single filer with no children could qualify with income up to about $17,640, so you're well within that range. This could potentially give you a refundable credit of several hundred dollars. Regarding the unreported income, it's a double-edged sword. If they didn't report it, the IRS might not know you were supposed to file, which means they haven't been actively pursuing you for non-filing. However, you're still legally obligated to report all income regardless of whether you received a 1099. The safest approach is always to file and report everything accurately, even if it's late.
One thing nobody mentioned - if you do your delivery driving in a state with income tax, you'll need to file a state return too! I made this mistake and only filed federal after missing my taxes, then got a separate notice from my state tax agency for non-filing.
Definitely good to know. I'm in Texas so I think we don't have state income tax, but I'll double check to make sure I'm not missing anything else!
Here's what I'd do in your situation - file the extension ASAP, then file all your back tax returns first before filing 2024. I had to do this last year. File Form 4868 for the extension. Then gather up your documents for the prior years and file those returns. Even if you made very little, you should still file. For the years with stock losses, those can actually help you if documented properly since you can carry forward capital losses. Once your prior years are filed, THEN file your 2024 return and request a payment plan. The IRS is usually pretty reasonable if you're making an effort to comply. You can set up a plan online for up to 72 months.
That makes a lot of sense. For the prior years, should I try to file them all at once or do them one by one? And for the stock losses, do you know how many years I can carry those forward? I lost quite a bit in 2021-2022.
You can file them all at once - that's actually better since it shows you're making a comprehensive effort to get compliant. Just make sure each year is in its own separate envelope if mailing them. For capital losses, you can deduct up to $3,000 per year against ordinary income, and carry forward any excess losses indefinitely until they're used up. So those 2021-2022 losses could potentially offset your income for several years to come, which might really help with your current tax situation.
Let me save you some stress - file the extension but don't panic about an audit. The IRS is primarily focused on high-income taxpayers right now, not freelancers who owe $13k. The audit rate for self-employed people making under $100k is extremely low, like less than 0.4%. Just make sure you report all your Upwork income (they issue 1099s that the IRS gets copies of). Filing an extension is totally normal too - millions of people do it every year. As long as you're not hiding income or claiming crazy deductions, your audit risk is minimal.
This isn't entirely accurate advice. While audit rates are low for most people, failing to file returns for several years does significantly increase your chances of getting IRS attention, regardless of income level. The IRS does have automated systems that flag non-filers.
One thing to watch out for with Marcus - they have different transfer limits depending on your account type and history. I've had my account for years and my limit is $100k daily, but my wife just opened hers last year and she can only do $25k per day. If your tax bill is large, you might hit those limits and need to split payments, which can be tricky through TurboTax. Might be worth checking your specific limit before proceeding.
Thanks for mentioning this! My tax payment is around $12k so hopefully that's under the limit, but I'll definitely check my account settings to make sure. Do you know if there are monthly limits too or just daily?
There are monthly limits as well, which are typically 3-4 times the daily limit in my experience. For a $12k payment you should be fine unless you've already made other large transfers this month. You can check your specific limits by logging into your Marcus account, going to the profile section, and looking at "Transfer Limits." It's usually shown right there, or you might need to click on account details depending on if you're using the app or website.
FYI - Marcus and TurboTax work together fine, but one tip: the payment doesn't show as "pending" in your Marcus account right away which freaks some people out. When I did mine last year, it took about 24 hours before the pending transaction appeared in my account, but the money was already earmarked. Don't panic if you don't see it immediately!
This is so true! I freaked out last year thinking my payment didn't go through, even called Marcus support. They explained that tax payments process differently than regular transfers. As long as you got the confirmation email from TurboTax, you should be good.
This is super helpful! I was just checking my Marcus account and didn't see anything pending yet, so was starting to worry. I'll give it a day before I start panicking. Thanks for sharing that!
Make sure you respond to that notice ASAP! I ignored a similar notice thinking I could deal with it later and ended up with a tax lien that destroyed my credit score. It took me years to recover financially. The interest and penalties also keep adding up every month you don't address it.
Yikes, that's scary. Do you know if the payment plan stops the penalties from accumulating? I'm definitely calling them this week.
The payment plan doesn't completely stop penalties and interest, but it does prevent further collection actions like liens and levies as long as you keep making payments. The failure-to-pay penalty drops from 0.5% to 0.25% per month when you're on a plan, which helps a little. Interest (currently around 5%) continues regardless. Still way better than ignoring it though - I learned that lesson the hard way!
check if you qualify for first time penalty abatement! if you had a clean tax record before 2021 (filed and paid on time for previous years) you can often get the penalties removed. saved me about $1200 on a tax bill last year. doesn't help with the base tax or interest but still better than nothing.
This is great advice! I got first-time abatement for a similar situation. Just call the IRS and specifically ask for "first-time penalty abatement" - many agents won't offer it unless you specifically request it.
Chloe Mitchell
If your CP2000 involves investment income, make sure you're double-checking your 1099-Bs against what you reported! I got hit with a similar notice because my brokerage sent an updated 1099-B after I filed, and I had no idea. The IRS sees the newer version but you filed with the old numbers. Also, if they're partially right (like you mentioned you did mess something up), consider just paying the correct portion while contesting the incorrect part. That can show good faith and sometimes helps get things resolved faster.
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Lucas Adams
ā¢That's actually exactly what's happening - it's investment income from a stock sale. How did you prove to them that you did report it correctly? Did you have to send in a specific form or just explain it in the response letter?
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Chloe Mitchell
ā¢I sent them a copy of the original 1099-B I received (the one I used when filing), along with my Schedule D and Form 8949 that showed I had reported the transactions. Then I explained in my response letter exactly which line items were being questioned and where they could find those exact amounts on my return. The key was being super specific and making it extremely easy for them to verify what I was saying. I literally wrote things like "The $12,345 amount referenced in paragraph 2 of your notice can be found on line 3 of my Schedule D, which matches line 1 of Form 8949 as shown on the attached documents." I basically created a roadmap that connected their questions directly to my filing documentation. That approach worked well because it minimized the work they had to do to verify my explanation.
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Michael Adams
whatever you do DONT hire those tax resolution companies you see advertising on TV!! my brother paid one $3000 to handle his cp2000 and they literally just filed the same response he could have done himself. total ripoff
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Natalie Wang
ā¢100% agree! Those companies are predatory. My colleague went with one of the big national firms and paid $2,500 for them to basically fill out a form response. The commercials make it sound like they have some special relationship with the IRS but they absolutely don't. If you do need professional help, look for a local CPA or Enrolled Agent who specializes in tax controversy. They'll charge a reasonable hourly rate instead of those massive upfront fees, and you'll get personalized help from someone who actually looks at your specific situation.
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Lucas Adams
ā¢Thanks for the warning! I actually got a call from one of those companies right after I got my letter (no idea how they knew?) and they wanted $2,800 upfront. Felt super sketchy so I didn't go with them. Good to know my instincts were right!
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