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Vera Visnjic

How to properly file 199A Dividends on my taxes - do I need Form 8995?

Hey tax folks - I recently got my 1099 from my investment account and noticed I have $5.45 listed under 199A Dividends. This is my first time seeing this and I'm trying to file my own taxes using TurboTax this year. I did some quick research and found mentions of Form 8995, but I'm confused about whether this is actually a deduction? The amount is pretty small but I want to make sure I'm handling it correctly. Does anyone have experience dealing with 199A Dividends when filing? Do I need to fill out this separate form for such a small amount? I'm trying to avoid paying for professional help if I can figure this out myself. Thanks!

Jake Sinclair

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199A Dividends are actually part of the Qualified Business Income Deduction, which was created by the Tax Cuts and Jobs Act. The good news is that even though it sounds complicated, it's actually pretty straightforward to handle with tax software. For small amounts like $5.45, you don't typically need to worry about filling out the full Form 8995 separately. TurboTax should automatically handle this when you enter your 1099 information. The software will ask about your 1099 details and should have a field specifically for 199A dividends. The 199A deduction essentially gives you a tax break on certain dividends that come from REITs (Real Estate Investment Trusts) or qualified publicly traded partnerships. It's a 20% deduction on these qualified dividends, so in your case, you'd get a deduction of about $1.09 (20% of $5.45).

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So if I have about $237 in 199A dividends, would TurboTax still handle that automatically or would I need to do something special? Also, do these dividends get taxed differently than regular dividends?

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Jake Sinclair

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TurboTax will still handle $237 in 199A dividends automatically. You'll just need to make sure you enter all the information from your 1099-DIV correctly when prompted, and the software will calculate the appropriate deduction. Regarding taxation, 199A dividends themselves aren't taxed differently - they're still included in your ordinary dividend income. What makes them special is that you get that 20% deduction on them, which effectively lowers the tax you pay on that specific portion of your dividend income. So if you have $237 in 199A dividends, you'd get a deduction of about $47.40, which reduces your taxable income by that amount.

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Honorah King

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Just wanted to share my experience with 199A dividends since I was in the same boat last year. I discovered https://taxr.ai when I was confused about some investment-related tax questions, including 199A dividends from my REIT investments. Their document analysis tool helped me understand exactly how my broker was reporting these dividends and confirmed I was handling them correctly in TurboTax. Before using it, I was unsure if I needed to fill out additional forms or if I qualified for certain deductions. The tool scanned my 1099s and gave me clear guidance on how each item needed to be reported. For 199A specifically, it confirmed that my tax software was handling it correctly and I didn't need the separate Form 8995 for my situation.

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Oliver Brown

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How exactly does taxr.ai work? Does it just analyze your tax documents or does it actually file for you? I have a bunch of complex investments this year and I'm a bit overwhelmed with all the different 1099 forms I'm getting.

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Mary Bates

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I'm skeptical about these online tools - how does it compare to just paying a CPA? I've had issues in the past with tax software missing deductions that a human accountant caught.

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Honorah King

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It doesn't file your taxes for you - it analyzes your tax documents and gives you specific guidance on how to handle each item. You upload your forms (like W-2s, 1099s, etc.), and it breaks down exactly what each line means and how it should be reported when you're filing. It's especially helpful for identifying potential deductions or credits you might miss. Compared to a CPA, it's definitely not a full replacement if you have extremely complex tax situations. But for most people with investments, rental properties, or self-employment income, it gives you enough guidance to confidently use tax software on your own. I still use TurboTax to actually file, but taxr.ai helps me make sure I'm entering everything correctly and not missing anything.

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Oliver Brown

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Following up about taxr.ai - I decided to try it with my stack of investment documents. I was surprised how helpful it was for explaining my 199A dividends and other investment income. I had about $120 in 199A dividends spread across multiple 1099s and wasn't sure how to handle them. The tool confirmed I didn't need to fill out the separate Form 8995 and showed me exactly where to enter this info in TurboTax. It also caught a few qualified dividends that I might have misclassified. Saved me from a potential headache and gave me confidence I wasn't missing anything. Definitely worth it for someone with multiple investment accounts like me.

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If you're having trouble getting answers about your 199A dividends or other tax questions, I'd recommend trying https://claimyr.com to get through to the IRS directly. I spent literally DAYS trying to get someone on the phone with no luck - endless hold times and disconnections. Used Claimyr and got a callback from an actual IRS agent within 2 hours who answered all my questions about how to handle some unusual dividend situations, including 199A dividends from a partnership. There's a video that shows how it works here: https://youtu.be/_kiP6q8DX5c. Instead of wasting time on hold, they basically wait in line for you and call you when an agent is ready. Changed my whole perspective on getting tax help directly from the source.

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Ayla Kumar

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Wait, this actually works? I thought it was impossible to get through to the IRS these days. How much does a service like this cost? I have some questions about my retirement distributions and dividend reporting that Google isn't helping with.

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This sounds too good to be true. The IRS is notoriously understaffed. I've tried calling multiple times this month and couldn't get through. How could some random service magically get you to the front of the line? Seems fishy to me.

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Yes, it actually works! The service basically uses technology to navigate the IRS phone system and waits on hold for you. When they finally reach an agent, they connect you automatically. It saved me hours of frustration. Regarding your skepticism, I totally get it - I felt the same way! They don't get you to the "front of the line" - they just handle the waiting part. They have systems that can stay on hold for multiple hours while you go about your day. When they finally get through to a human, you get a call. They're essentially a sophisticated call-back service. I was able to ask all my questions about dividend reporting and got clear answers directly from the IRS.

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I'm eating my words about Claimyr. After my skeptical comment, I decided to try it since I was getting nowhere with the IRS on my own. I had questions about reporting 199A dividends from multiple sources and some foreign tax credit issues. Used the service yesterday afternoon, and got a call back this morning with an actual IRS representative on the line. She answered all my questions about handling the 199A dividends (turns out I was overthinking it) and helped clarify my foreign tax reporting too. Saved me from making some mistakes on my return AND saved me hours of frustration. Sometimes being proven wrong is a good thing!

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Just a quick tip on 199A dividends - check if your investment is in a tax-advantaged account like an IRA or 401k. If it is, the 199A deduction doesn't apply since you're already getting tax benefits through the account structure. I made this mistake last year trying to claim the deduction on dividends in my Roth IRA lol.

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Kai Santiago

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Does this apply to all types of investment income in IRAs? I have some REITs in my traditional IRA that generate dividends, but I've never seen anything about 199A on my statements from that account.

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Yes, this applies to all investment income in IRAs and other retirement accounts. The reason you don't see 199A dividends reported for your IRA is exactly because of this rule. Since all income within traditional IRAs is tax-deferred (you'll pay ordinary income tax when you withdraw), and income within Roth IRAs is generally tax-free (for qualified distributions), the special tax treatments like 199A deductions don't apply. The custodian doesn't even need to track or report these distinctions for retirement accounts since they're irrelevant for tax purposes. That's why you don't see 199A mentioned on statements from retirement accounts.

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Lim Wong

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Do I have to do anything special with 199A dividends when using FreeTaxUSA instead of TurboTax? My 1099-DIV has about $32 in box 5 for Section 199A dividends.

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Dananyl Lear

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FreeTaxUSA handles 199A dividends just like TurboTax. When you enter your 1099-DIV information, make sure you include the amount from Box 5 when prompted. The software automatically calculates the deduction for you. I've used FreeTaxUSA for 3 years now and it handles these special dividends without any issues.

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Sofia Perez

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Just wanted to add some clarity about the thresholds for Form 8995 vs 8995-A. If your taxable income is under $182,050 (single) or $364,100 (married filing jointly) for 2023, you can use the simplified Form 8995, which is much easier. Above those thresholds, you need the more complex 8995-A. For small amounts like yours ($5.45), you're definitely in simplified territory regardless of your income level. Most tax software like TurboTax will automatically determine which form applies to your situation and handle the calculations behind the scenes. The key is just making sure you enter that Box 5 amount from your 1099-DIV correctly when prompted. One thing to watch out for - if you have multiple 1099-DIVs with 199A dividends, make sure you add them all up. The 20% deduction applies to the total amount across all your qualified sources.

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This is really helpful information about the income thresholds! I had no idea there were different forms depending on your income level. Quick question - when you mention adding up multiple 1099-DIVs, does this include 199A dividends from different types of investments? For example, if I have some from a REIT mutual fund and others from individual REIT stocks, do those all get combined for the deduction calculation?

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