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Hey Benjamin! I can totally understand your stress - dealing with tax forms for the first time can be overwhelming. Everyone's given you great advice here, but I wanted to add one practical tip that helped me when I was in a similar situation. Since you mentioned this is your first substantial win, I'd recommend creating a simple spreadsheet or document right now to track all your gambling activities for the rest of the year. Include dates, locations, entry fees, winnings, and losses. This will make tax time so much easier and ensure you can take advantage of any deductible losses against your winnings. Also, don't stress too much about "messing up" - the fact that you're asking these questions now shows you're being responsible about it. The W-9 is really straightforward (just your basic info), and when you get the 1099-MISC next year, any decent tax software will walk you through exactly where to enter those winnings. You've got this! One last thing - if you plan to keep playing in tournaments, consider setting aside about 25-30% of your winnings in a separate account for taxes. That way you won't be scrambling to find tax money when filing season comes around.
This is really solid advice, especially the part about setting aside money for taxes! I wish someone had told me that when I first started winning at tournaments. One thing I'd add is to make sure you're tracking not just your wins and losses, but also any related expenses like travel, meals, and accommodation if you're going to out-of-town tournaments. These can sometimes be deductible as gambling expenses too, which can help reduce your overall tax burden. The spreadsheet idea is genius - I use a simple Google Sheets template that I can update right from my phone after each tournament. Makes everything so much easier come tax time!
Benjamin, you're absolutely on the right track by asking these questions early! The W-9 confusion is completely understandable - I went through the exact same panic when I won my first significant amount at a local tournament. Just to reinforce what others have said: the W-9 is essentially their way of collecting your information so they can send you (and the IRS) the proper tax forms later. Think of it like giving someone your address so they can mail you something - except in this case, they're "mailing" your tax information to the IRS. One thing I haven't seen mentioned yet is that you should keep a copy of that completed W-9 for your own records. Sometimes there can be discrepancies between what you submitted and what appears on the 1099 they send you, and having your copy can help resolve any issues quickly. Also, since this is your first time dealing with gambling winnings, I'd suggest familiarizing yourself with IRS Publication 525 (Taxable and Nontaxable Income) - it has a whole section on gambling winnings that's actually pretty easy to understand. Better to read it now when you're not stressed about filing deadlines! You're being smart by getting ahead of this. Most people just ignore it and then panic in March when they realize they owe taxes on unreported income.
This is really helpful advice, Dylan! I'm actually in a similar boat as Benjamin - just won my first tournament last week and was completely lost about the tax stuff. The IRS Publication 525 recommendation is gold - I just looked it up and it actually breaks down gambling winnings in plain English instead of the usual tax code gibberish. One question for you (and anyone else who's been through this): when you say "keep a copy of the completed W-9," do you mean I should make a photocopy before submitting it, or is there another way to get a record? I'm worried about not having proper documentation if something goes wrong with their paperwork later. Also, has anyone here ever had issues with local tournament organizers not sending the 1099 forms on time? I'm wondering if there's anything I should do proactively to make sure I get my forms by the deadline.
Think of an amended return like correcting a recipe after you've already started cooking. You don't throw everything out - you just adjust what's needed to fix the dish. I filed an amended return in March 2023 to add a missing 1099. Used TaxAct to e-file it, and the process was pretty straightforward. The software pulled in all my original info, I added the missing form, and it recalculated everything automatically. Got my additional refund direct deposited 14 weeks later.
Don't panic - this is actually a pretty common mistake! Since the missing W2 would increase your refund by $400, you're definitely doing the right thing by filing an amended return. The IRS has gotten much better at processing these electronically. A few tips from my experience: ⢠Wait until your original return shows "processed" on the Where's My Refund tool before filing the amendment ⢠Keep copies of everything, including the missing W2 ⢠The 1040-X form will walk you through showing original vs. corrected amounts ⢠Since you're owed more money, there's no penalty for filing the amendment The 3-week processing delay on your original return is unfortunately normal right now. Once that clears, the amendment should be straightforward. You've got this!
I've used H&R Block for the past 3 years. First year was $225, second year $350, and this year they charged me $525 for basically the identical situation each time. When I asked about the increase, they just said "rates have gone up" with no actual justification. I'm definitely looking elsewhere next year! Their convenience isn't worth the premium anymore.
What alternatives are you considering? I'm in the same boat and wondering if the online versions of TurboTax/H&R Block are actually decent for self-employed folks?
I'm looking at both online and local options. For online, I've heard good things about FreeTaxUSA which is much cheaper than TurboTax or H&R Block's online versions for self-employed filing. But I'm also getting quotes from some local CPAs in my area. Found a few that specialize in small business/self-employed clients with flat-rate packages around $300-350. The online versions of TurboTax and H&R Block are decent for self-employed taxes if your situation is relatively straightforward. The main difference I've found is that a good human preparer will ask probing questions about your specific business that might uncover deductions the software won't automatically prompt you for.
Just walked out of H&R Block myself because they wanted $795 for my taxes!! I'm self employed too, but just a simple Etsy shop. Ended up using TaxAct online for $110 total for federal and state. Took me about 2.5 hours but TOTALLY worth saving almost $700!
Was it hard to figure out all the Schedule C stuff yourself? I'm afraid I'll mess something up and get audited if I don't use a professional.
Something nobody has mentioned yet - if your K-1 is from an MLP (Master Limited Partnership), there are special considerations for reporting on TurboTax. MLPs typically have special deductions like depletion allowances that can be tricky to enter. I find it's actually easier to use the desktop version of TurboTax rather than the online version for K-1s from MLPs since it handles the more complex K-1 entries better. If your K-1 has entries in boxes 16-20, you might want to consider this option.
Do you know if there's a way to tell if your investment is an MLP just by looking at the forms? I have several investments that issue K-1s but I have no idea if they're considered MLPs or something else.
You can usually tell if it's an MLP by looking at the top of the K-1 form itself - it will specifically say "Master Limited Partnership" or have "MLP" somewhere in the partnership name or entity type section. MLPs are also publicly traded partnerships, so if you bought shares on an exchange like you would with regular stocks, but you're getting a K-1 instead of a 1099-DIV, it's likely an MLP. Another clue is that MLPs are commonly in the energy sector (oil, gas pipelines, etc.) though not exclusively. The K-1 from an MLP will typically have entries in the depletion sections that regular partnership K-1s won't have.
This is a really helpful thread! I'm in a similar boat with my first year of K-1 investments. One thing I wanted to add that helped me understand the difference - think of it this way: the K-1 reports what happened "inside" the company while you owned it (their income, expenses, etc. that flow through to you as a partner), while the 1099-B reports what happened when you sold your ownership stake. So even if you sold at a loss on the 1099-B, you might still owe taxes on the K-1 income that was generated while you held the investment. They're completely separate tax events that both need to be reported. I'm still waiting on two of my K-1s myself, so looks like I'll be filing for that extension. Thanks everyone for the advice about the timing - I had no idea K-1s came so late compared to other tax forms!
This is such a clear way to explain it! The "inside vs outside" analogy really helps me understand why both forms are needed. I've been stressing about potentially double-reporting the same income, but now I see they're tracking completely different things. Quick question - when you file for an extension, do you need to estimate taxes on the K-1 income you haven't received yet? Or can you just estimate based on what you know so far and adjust later when you actually file?
Zoe Papadopoulos
I just went through this exact situation with my son who does YouTube sponsorships! The confusion about "non-employee compensation" is so common - I thought the same thing initially. What really helped us was understanding that the 1099-NEC form is basically the IRS saying "this person paid you as a contractor, not an employee." It doesn't mean you avoid self-employment taxes - it means you're running a business and need to report it properly. For your sister's situation, she's essentially running a personal brand/marketing business. All that 1099-NEC income needs to go on Schedule C, but the good news is she can deduct a lot of business expenses that might not be obvious: - Equipment for creating sponsored content (camera, lighting, tripods) - Portion of phone/internet bills used for business - Travel to sponsored events or photo shoots - Athletic gear required specifically for sponsorship activities - Professional photography/videography services - Marketing materials or business cards - Even a portion of her training expenses if they're tied to maintaining her sponsored athlete status The self-employment tax hurts at first, but properly tracking these expenses can really reduce her taxable income. Plus, as someone mentioned, the QBI deduction can save up to 20% on the income tax portion. Better to file correctly now than deal with IRS notices later!
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Owen Jenkins
ā¢This is such a helpful breakdown! I'm new to this community but dealing with a similar situation with my daughter who just started getting paid for dance performances and social media promotion. The equipment deduction angle is something I hadn't considered - she's been using her own phone and ring light for content creation. Quick question about the training expenses you mentioned - would things like gym memberships or coaching fees qualify if they're directly related to maintaining her athletic performance for sponsorships? That could be a significant deduction if it's legitimate. Also, completely agree on filing correctly from the start. My accountant always says it's much easier to be conservative and accurate than to deal with IRS corrections later!
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Ava Rodriguez
I'm dealing with something very similar for my freelance graphic design work! The terminology is definitely confusing - I made the same mistake initially thinking "non-employee compensation" meant I could avoid the self-employment tax burden. What helped me understand it was realizing that the 1099-NEC is basically the company's way of saying "we paid this person for services, but they're not our employee." It's like a W-2 for contractors. The "non-employee" part just means you're self-employed, not that you're exempt from self-employment taxes. Your dad's method last year was unfortunately incorrect, even though the IRS didn't catch it immediately. The proper flow is: - 1099-NEC income goes on Schedule C (business income/expenses) - Net profit from Schedule C flows to Schedule 1 - You pay both regular income tax AND self-employment tax on the profit The extra $2,100 you're seeing is likely the self-employment tax (15.3% of net profit) that was missing from your dad's calculation. It stings, but it's what funds Social Security and Medicare for self-employed people. The silver lining is that your sister can deduct legitimate business expenses to reduce that net profit - things like equipment, travel for sponsored events, portion of phone/internet for business use, etc. Also look into the QBI deduction which could reduce her taxable income by up to 20%. Better to file correctly now than face penalties and interest later!
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