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Need help filing SS-8 after paying taxes - wrongly classified as independent contractor?

I'm working at an after school program at a local elementary school where I help kids with homework and teach some classes when my supervisor assigns them to me. From day one, they told me I'd get $26 an hour, and I've been receiving weekly checks from the organization that funds our program, but no pay stubs like I get at my other job. They haven't been taking out any taxes, so I've been setting aside money based on what gets deducted from my other job to cover taxes when filing season comes. When tax time arrived, they gave me a 1099 instead of a W-2. I guess I should have expected this since all the paperwork I filled out was just signing a document saying I'd get paid $26 hourly and providing my personal info (SSN, address, name, etc). My tax preparer filed everything as self-employment income, and I went along with it since I didn't really understand what that meant. But at the end, she told me I owe over $2,200 in federal taxes! That's a huge amount for me since I only made about $19k total last year. After posting about this and getting some legal advice, people suggested I should file an SS-8 form because it sounds like I'm actually an employee, not an independent contractor. I'm really anxious because I still work there, and I'm not sure how filing this form will affect my employer. What happens after I submit the SS-8? How long does the process take? Is it worth doing? And how do I handle this since I've already filed my taxes? Also, probably important to mention - I worked at this same place for about 4 months in 2021, but only made around $5k. Someone told me I didn't need to file taxes that year since I earned under $6k total. Will this cause problems too? They also gave me a 1099 that year.

You should definitely file the SS-8! I was in almost the exact same situation last year - worked as an "after school coordinator" at an elementary school, got paid hourly, they controlled all my work, but they gave me a 1099. I filed the SS-8 in April after filing my taxes and got a determination in December that I was indeed an employee. Filed an amended return with Form 8919 and got back about $1400 in self-employment taxes I shouldn't have paid. My employer was initially annoyed but ultimately had to fix their classification system for everyone. They couldn't legally fire me for filing, though things were awkward for a bit. Regarding your 2021 situation - yes, you should have filed taxes on that income since the threshold for self-employment income is only $400.

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Maya Diaz

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Did you keep working there while the SS-8 was being processed? I'm worried about the awkwardness but really can't afford to pay that extra tax. Was the amended return process complicated?

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Yes, I continued working there the whole time. It was definitely awkward for a few weeks after they received the IRS letter asking for their side of the story. My supervisor made a few passive-aggressive comments but nothing they could actually fire me for. By the time the determination came through, they'd mostly gotten over it. The amended return wasn't too difficult. I used Form 8919 with code G (I believe) since I had already received a favorable SS-8 determination. Then filed a 1040X showing the difference. It took about 3 months to get my refund after amending. One tip - include a copy of your SS-8 determination letter with your amended return to speed up processing. And remember, the employer will be responsible for paying their portion of the Social Security and Medicare taxes that they should have been paying all along.

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Has anyone here used TurboTax to file the amended return after getting a favorable SS-8 determination? I'm in a similar situation but not sure which tax software handles this scenario best.

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Ali Anderson

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I wouldn't recommend TurboTax for this specific situation. I tried using it for my worker misclassification amendment and it didn't handle Form 8919 well at all. I ended up using FreeTaxUSA which was much better for this particular scenario and way cheaper too.

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Converting primary home to rental property - can I deduct expenses before receiving rental income? (HOA, repairs, flooring)

I just purchased a new house in November 2022 that's now my primary residence. The timing is a bit awkward for tax purposes, and I'm confused about my old condo. For my old condo (soon-to-be rental), I had new flooring installed between October-December 2022. The old flooring was from the 1990s, had significant water damage from a pipe burst, and was pulling away from the baseboards in several areas. I've signed a contract with a property management company in December 2022, but the lease with actual tenants won't start until February 2023. So no rental income for the 2022 tax year. My questions: 1. Does the IRS consider my old condo a rental property for 2022 tax purposes, even though I had no rental income that year? 2. When can I start deducting expenses like HOA fees? December 2022? February 2023? Or not until it's officially generating income? 3. I'm confused about the flooring replacement - is this a repair (deductible) or an improvement (not deductible)? The IRS website says: >...You can deduct the costs of **certain materials**, supplies, **repairs**, and maintenance that you make to your rental property to keep your property in good operating condition... >...You may not deduct the cost of improvements. A rental property is improved only if the amounts paid are for a betterment or restoration or adaptation to a new or different use... Can I deduct the flooring costs (materials and/or labor) for 2022 even with no rental income? The property management agreement was signed in December 2022, but tenant lease starts February 2023.

Just wanted to add my experience as someone who went through this exact situation last year. I converted my primary home to a rental in November 2022, put new flooring in, and didn't get tenants until February 2023. My CPA told me that "placed in service" date is when you make the property available and ACTIVELY try to rent it. Having a property management agreement in December 2022 is definitely good evidence of this. He said I could deduct December HOA, utilities, insurance, etc. even though I had zero rental income that year. For the flooring, he made me split it into two categories: 1. The portion that was clearly replacing damaged materials (about 60% of my project) was classified as a repair and fully deductible in 2022 2. The portion that was upgrading/improving (going from carpet to luxury vinyl) had to be depreciated over 27.5 years This created a rental loss in 2022 that I was able to use against my other income (subject to passive activity limits). Made a big difference on my tax bill!

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This is so helpful! Did your CPA require any specific documentation to prove the "placed in service" date? I have the property management contract, but I'm wondering if I should gather anything else just to be safe.

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My CPA wanted several things to document the "placed in service" date: 1. The signed property management agreement (most important) 2. Listing photos and official listing date from the property management company 3. Evidence of any advertising for tenants (online listings, etc.) 4. Email communications showing we were actively trying to find tenants He also suggested I keep all receipts for the flooring work along with photos of the damaged original flooring to justify the "repair" classification for the damaged portion. Having documentation of the water damage was particularly important in our case. Better to gather too much documentation than not enough, especially if you're claiming a loss in a year with no rental income. It raises the audit risk a bit, but if you have good documentation, you should be fine.

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Ethan Wilson

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Has anyone used TurboTax for this situation? I'm trying to figure out if their rental property section can handle this kind of scenario with no income but expenses in the first year. Their interface is confusing me...

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Yuki Tanaka

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I used TurboTax last year for this exact situation. Their rental property section actually handles it pretty well. When you add the property, there's a field for "date placed in service" - put your December 2022 date there. Then it will let you enter all expenses even if you show $0 for income. For the flooring, TurboTax will ask if each expense is a repair or improvement. If you classify as repair, you deduct it all immediately. If improvement, it adds it to the depreciation schedule. The key is being consistent with how you classify things. One tip: make sure you answer "Yes" to actively participating in the rental when it asks. This is important for being able to deduct losses against other income (up to $25,000 depending on your overall income level).

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I'm a payroll specialist and see this issue all the time. The problem often happens when you have multiple W-2s because each employer withholds Social Security tax without knowing about your other jobs. For example, if you earned $100,000 from Employer A and $90,000 from Employer B in 2025, both would withhold Social Security tax (6.2%). But since the wage base limit is $168,600, you should only pay tax on that amount, not on your full $190,000 combined earnings. The excess should be claimed on your return. Make sure all your W-2 box 4 amounts were entered correctly and that the software added them properly. Sometimes a simple typo can throw off the whole calculation!

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Sophia Long

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This is really helpful, thanks! Both my jobs are pretty high-paying, so I definitely exceeded the SS limit. One question though - if the IRS fixed the calculation for me, do I need to do anything else, or just accept their correction?

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No action is needed on your part. The IRS has already made the correction and adjusted your refund accordingly. When you receive their notice (typically a CP12 notice), it will explain the exact change they made. Keep this notice for your records, but otherwise, you don't need to respond unless you disagree with their calculation. If their adjustment results in a smaller refund than you expected, that's because they determined you claimed too much excess Social Security tax originally.

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Has anyone else noticed that tax software seems to mess up these calculations a lot? I've used TurboTax, H&R Block, and FreeTaxUSA over the years and ALL of them have made mistakes with excess Social Security calculations when I have multiple W-2s.

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Ella Lewis

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I switched to TaxSlayer last year and it actually calculated mine correctly. The key is that it specifically asks if any of your employers already refunded excess Social Security taxes to you, which the others don't always do. Might be worth trying next year if this is a recurring issue for you.

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Amara Nwosu

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Just so you know, you can also file Form 4852 (Substitute for Form W-2) if your employer didn't provide your W2 on time. You'd use your final pay stub to estimate your wages and withholding. But since you already have your W2 now, even though it was late, you can just use that to file your taxes. Your employer definitely violated the deadline though. January 31st is firm - not "mail it whenever and hope it arrives by then." The postmark is what counts.

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Is there any advantage to filing the Form 4852 instead of just using the late W2? Like would it help document that the employer was late?

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Amara Nwosu

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There's no real advantage to using Form 4852 when you already have your actual W2. Form 4852 is specifically for situations where you need to file but haven't received your W2 at all. It's basically a substitute document that allows you to file without waiting indefinitely. Using your actual W2, even if it arrived late, will ensure your tax information exactly matches what the employer reported to the IRS, which reduces the chance of discrepancies that might trigger questions later. The IRS already has the information from your employer, so using the actual W2 is always preferable when available. As for documenting that the employer was late, keeping the postmarked envelope is your best evidence of that, regardless of which form you file with.

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My employer did this to me a few years back and I just reported them to the IRS using the phone number someone else mentioned (800-829-1040). They didnt get in any trouble that I know of but it felt good to report them lol. also FYI the employer is supposed to pay for expedited processing if the w2 is sent late, but good luck getting them to do that!

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Did you ever have any issues with that employer after reporting them? I'm worried about potential blowback if I report my former workplace.

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I'm a college student too and had the same issue. My parents could claim me but didn't want to. What I learned is that there's a specific order to follow: 1) First, determine if someone CAN claim you based on the dependency tests 2) If yes, you MUST check that box even if they don't actually claim you 3) Your parents should calculate their taxes both ways (claiming you vs not) to see which is better overall In our case, my parents saved more by not claiming me, but I still had to check the box that I could be claimed. It sucks because I lost out on some credits, but filing correctly is important.

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Can your parents just give you the difference in what they would've saved? Like if they get an extra $2000 by not claiming you, but you lose $1200 in credits, could they just give you the $1200 so everyone wins?

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Yes, that's actually exactly what my parents did! They calculated that they would save about $800 by claiming me, but I would lose $1200 in credits. So they decided not to claim me and instead gave me $900 as a gift. That way our family as a whole came out ahead, and I still got more than if they had claimed me. The key is that regardless of their decision or any money they give you, you still need to answer the tax form questions honestly. The question isn't asking about what someone else decided to do on their return - it's asking whether you meet the criteria to be claimed as a dependent.

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Emma Davis

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guys, I was in this EXACT situation last year and the IRS actually audited me!!! I said "no" nobody could claim me (even tho my parents could have) because they didn't actually claim me on their return. BIG MISTAKE. I got a letter 6 months later and had to pay back all the credits I shouldn't have gotten plus interest. They don't mess around with this stuff.

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LunarLegend

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Yikes that's scary! Did you have to pay any penalties too? I wonder how the IRS even figured out that your parents could have claimed you?

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