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Ask the community...

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  • DO NOT post call problems here - there is a support tab at the top for that :)

Carmen Reyes

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I'd check to see if your wife might have received a 1099-NEC instead of or in addition to the 1099-MISC. A lot of employers get confused about which form to use since the rules changed a few years ago. Independent contractor payments used to go on the MISC but now should be on the NEC. Maybe they started filling out the wrong form and then realized their mistake?

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Zara Shah

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That's a really good point! I just checked and she didn't receive a 1099-NEC, just this weird mostly-empty MISC form. I wonder if they did start filling out the wrong form. This makes me even more convinced I need to contact the employer to figure out what's going on.

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Carmen Reyes

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Definitely contact them then. It's also possible they reported her regular W-2 wages correctly but had some small miscellaneous payment they needed to report separately. Either way, the employer needs to clarify what that payment was for since it affects how you'll report it on your return. Better to get this sorted out now than have issues later if the IRS computers match up the reported income differently than what you filed on your return. Those automated mismatch notices can be a real headache to resolve after the fact.

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Andre Moreau

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Check if the 1099-MISC has her correct taxpayer ID/SSN at least! I once received a 1099 with the wrong SSN and it created a HUGE mess when I filed. The IRS computer systems kept flagging a "mismatch" and I got a scary letter about unreported income. Took months to straighten out.

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This happened to me too! And the worst part was that the company that issued it had gone out of business by the time I discovered the error, so I had nobody to contact for a corrected form. Nightmare.

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Gabriel Ruiz

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Don't forget that if your losses exceed your gains by more than $3K, you might want to consider tax loss harvesting strategies for future years. Since you can only deduct $3K against ordinary income per year, having a large carryover loss can be a tax planning opportunity.

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Can you explain what you mean by tax loss harvesting? I'm in a similar situation with about $8K in losses this year.

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Gabriel Ruiz

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Tax loss harvesting means strategically selling investments that have declined in value to realize losses that can offset capital gains or up to $3,000 of ordinary income per year. Since you already have $8K in losses, you'll use $3K this year against ordinary income, then have $5K carrying forward. In future years, if you have investments that have appreciated significantly and you want to sell them, your carried-over losses will offset those gains, potentially reducing or eliminating the tax impact. Just be careful of the wash sale rule - don't buy substantially identical securities within 30 days before or after selling at a loss.

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Just a quick tip from someone who messed this up last year - make sure you're tracking your loss carryovers yourself and don't rely solely on your tax software to remember them year to year. I switched tax software and almost forgot about my carried-over losses! Keep a spreadsheet or something with your tax records.

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Vince Eh

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Learned this the hard way too. Does anyone know if turbotax carries this info forward correctly if you use them consecutive years?

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Omar Zaki

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16 Has anyone used the annualized income installment method (Form 2210 Schedule AI)? My income is super uneven throughout the year and my accountant mentioned this but said it's complicated.

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Omar Zaki

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22 I use it every year for my seasonal business. It's definitely more work but WORTH IT if your income is lumpy. Instead of being required to pay equal amounts each quarter, you calculate based on what you've actually earned by the end of each quarter. My Q1 and Q2 payments are tiny, then Q3 and Q4 are massive when we hit our busy season. Your accountant is right that it's complicated though. You basically have to do a mini tax return for each quarter. I wouldn't try it without professional help the first time.

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Omar Zaki

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4 Just remember that corporate estimated taxes work differently than individual estimated taxes! My LLC is taxed as an S-Corp and I got slammed with penalties because I didn't realize the rules were different for the corporate portion vs. the pass-through income. Talk to a tax pro who specializes in your specific business structure before making any decisions.

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Zara Rashid

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One thing nobody's mentioned yet is that you should also check her credit report! I had a similar situation where my husband was mistakenly marked as deceased, and it ended up affecting his credit file too. The credit bureaus have their own death reporting system that sometimes pulls from the SSA Death Master File. We discovered it when he got denied for a car loan, and the rejection letter said something like "cannot extend credit to deceased individuals." It was a whole separate mess to clean up after we fixed the SSA issue.

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Oh man, I didn't even think about credit implications. Just checked my wife's credit report and thankfully nothing shows up about her being deceased. But that's a great tip for anyone else dealing with this bureaucratic nightmare. Did you have to contact each credit bureau separately or was there a single place to fix it?

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Zara Rashid

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Unfortunately, you have to contact each credit bureau separately. Each one had their own process for proving my husband was alive. One required a notarized letter, another wanted copies of his ID and Social Security card, and the third made us mail in a "proof of life" form with a utility bill. It was ridiculous! The good news is that once you get it fixed with the SSA completely, you can use the SSA documentation to help with the credit bureaus. Just keep detailed records of everyone you talk to and get everything in writing.

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Luca Romano

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Has anyone suggested getting an Identity Protection PIN (IP PIN) from the IRS? When my mom had a similar "deceased" issue, we found that getting an IP PIN helped override some of the automatic system flags. The IRS won't issue an IP PIN to a deceased person, so it creates a conflict in their system that sometimes forces a manual review and fix.

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Nia Jackson

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This is great advice! My sister had the same issue and the IP PIN totally solved it. Once she had that, it forced the IRS systems to recognize her as alive. You can request one online at the IRS website, and it serves double duty as protection against identity theft.

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Natalie Chen

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Don't forget to look into unreimbursed business expenses too! While the 2017 tax law eliminated most of these deductions for W-2 employees, teachers have special provisions. Besides the $300 educator expense deduction, if you're doing any tutoring outside your regular job or selling educational materials you've created, you might qualify for additional deductions as self-employed. I've been teaching after-school programs for 5 years and set up a small side business selling my lesson plans online. I can deduct website costs, a portion of my home internet, and other business expenses that way!

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Ava Harris

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That's really interesting! I hadn't thought about the self-employed angle. I've actually been considering creating some specialized workbooks based on my after-school curriculum. How complicated is the tax situation if I start selling those? Do I need to set up a formal business or can I just report it as additional income?

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Natalie Chen

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You don't need to set up a formal business - you can simply report it as self-employment income on Schedule C. You'll list your income from selling the workbooks and then deduct all legitimate business expenses against that income. This includes costs for creating, printing, marketing, and distributing your materials. If you use a part of your home exclusively for this business activity, you might also qualify for the home office deduction. Just be aware that you'll need to pay self-employment tax (around 15.3%) on the profits, but you'll also be able to deduct 50% of that tax on your return. It's worth it for the additional deductions you'll get compared to just having W-2 income.

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Has anyone successfully deducted professional clothing as a teacher? My after-school program requires us to wear specific types of clothes (nothing with logos, certain colors only) and I'm wondering if that's deductible since it's not stuff I'd normally wear.

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Unfortunately no. The IRS has pretty strict rules about clothing - it needs to be not suitable for everyday wear to be deductible. Think things like uniforms with logos, specialized protective gear, or costumes. Just because your workplace has a dress code doesn't make the clothes deductible. I tried deducting my "professional wardrobe" a few years ago and my accountant shut that down fast.

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