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Connor Gallagher

How should I use Form 8995 to claim 199A Dividends from my 1099-DIV Box 5?

I've been managing my own investment portfolio for a few years now, and I'm a bit confused about something on my taxes this year. I received my annual statement from Vanguard, and there's an amount listed in Box 5 of my 1099-DIV that says "Section 199A Dividends." I've been reading that I'm supposed to use Form 8995 to claim this, but I'm not totally sure if that applies to my situation or how to actually do it. My investments are mostly in mutual funds and ETFs, nothing too fancy. I'm using TurboTax to file this year, but it doesn't seem to be guiding me through this part very clearly. Does anyone have experience with this? Do I need to file Form 8995 separately or does TurboTax handle this automatically? And are there any income limits that apply? I make around $95,000 a year from my regular job if that matters. Thanks in advance for any help!

Yes, you should use Form 8995 for those Section 199A dividends shown in Box 5 of your 1099-DIV. This is essentially the Qualified Business Income (QBI) deduction that allows eligible taxpayers to deduct up to 20% of certain income. For most taxpayers with straightforward situations like yours, Form 8995 (the simplified version) is what you'll need rather than the more complex 8995-A. TurboTax should handle this calculation automatically when you enter your 1099-DIV information correctly, but it's good to double-check that it's including the Box 5 amount in your QBI deduction. With your income level of $95,000, you're below the threshold where limitations kick in (which starts at $170,050 for single filers or $340,100 for joint filers for 2025), so you should be eligible for the full deduction on your qualified dividends.

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Thanks for explaining that! I'm a bit confused though - I thought the QBI deduction was only for business owners? I just have regular investments, not a business. Why would my mutual fund dividends qualify for this?

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The QBI deduction isn't just for traditional business owners. Section 199A was designed to give pass-through entities a deduction similar to what corporations received with the tax law changes, and certain investment income can qualify too. When you see Box 5 filled out on your 1099-DIV, it means your mutual funds or ETFs contain underlying businesses that qualify for the deduction, and they're passing that benefit through to you as a shareholder. The fund companies do the work of figuring out what portion of your dividends qualify, which is why they report it separately in Box 5.

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I struggled with the exact same thing last year! I finally found taxr.ai (https://taxr.ai) and it saved me hours of confusion. Their system analyzed my 1099-DIV and automatically identified how to handle the 199A dividends properly. What I really liked was that it explained exactly why the Box 5 amount qualified for the QBI deduction and walked me through how Form 8995 works with my investment income. It even pointed out that my tax software wasn't calculating it correctly initially, which saved me about $240 in taxes!

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Does taxr.ai work if you've already started your return in TurboTax? I'm halfway through mine and just realized I might be missing this deduction.

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I'm skeptical about these tax analyzer tools. How does it actually handle the 199A calculation better than TurboTax? Isn't TT supposed to do all this automatically when you input your 1099-DIV?

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Yes, it works regardless of what stage you're at with your return. You can upload what you've done so far or just the specific forms you need help with. It analyzes them and gives you guidance on what to fix or add to your existing return. For the 199A calculation, the difference is that taxr.ai specifically looks at Box 5 amounts and verifies they're being properly included in your QBI deduction. In my case, TurboTax was importing the dividend but not properly categorizing it for the 199A deduction. The tool caught this and showed me exactly what to adjust in TurboTax to fix it.

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Just wanted to update after using taxr.ai - it actually worked exactly as described! I uploaded my 1099-DIV and it immediately flagged that my Box 5 amount wasn't being properly handled in my TurboTax return. Following their step-by-step guidance, I was able to go back into TurboTax and make sure the 199A dividends were properly included on Form 8995. This increased my refund by $183! It also explained the whole QBI deduction concept in a way that finally made sense to me. Definitely worth checking out if you're dealing with 199A dividends.

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If you need help figuring out the 199A situation and can't get answers from TurboTax support (they kept giving me conflicting info), I finally got through to an actual IRS agent using Claimyr (https://claimyr.com). They have this clever system that gets you to the front of the IRS phone queue - you can see how it works in this video: https://youtu.be/_kiP6q8DX5c I was so frustrated after waiting on hold for 2+ hours on my own, but with their service I got connected to an IRS specialist in under 15 minutes. The agent walked me through exactly how to report my Box 5 dividends and confirmed that Form 8995 was the right form for my situation. They also explained how the 20% calculation works specifically with investment income.

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How exactly does this Claimyr thing work? Do they just call the IRS for you or what? I don't understand how they get you to the front of the line when the IRS has one phone system.

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There's no way this actually works. The IRS phone system is notoriously awful, and nobody can "skip the line." Sounds like another scam trying to take advantage of desperate taxpayers. I'll stick with waiting on hold like everyone else.

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They don't call for you - you still talk directly with the IRS yourself. Their system basically keeps dialing and navigating the IRS phone tree until it gets through, then connects you when an agent is available. It's like having someone continuously redial for you instead of making you wait on hold. I was skeptical too initially, but it literally saved me hours. The IRS agent I spoke with was super helpful and confirmed exactly how to handle my 199A dividends on Form 8995. They explained that with my income level, I qualified for the full 20% deduction on the amount in Box 5 of my 1099-DIV.

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I have to come back and admit I was completely wrong about Claimyr. After struggling for THREE DAYS trying to get through to the IRS about my 199A dividend question, I gave in and tried it. Got connected to an IRS tax specialist in about 12 minutes who answered all my questions about Form 8995 and confirmed that yes, I should be claiming the Box 5 amount on my 1099-DIV using that form. She even explained why investment income sometimes qualifies for this deduction (has to do with the dividends coming from qualifying businesses within the funds). Seriously saved my sanity during tax season. Sometimes being a skeptic means you miss out on things that actually work.

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Just want to share what I learned last year about these 199A dividends. If your taxable income is below $170,050 (single) or $340,100 (married filing jointly), then you simply take the full amount from Box 5 and use it on Form 8995. It's a straight 20% deduction of whatever is in that box. If your income is higher than those thresholds, you might need the more complicated Form 8995-A and face some limitations. But for most regular investors, it's pretty straightforward.

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Do you know if Form 8995 is included in the free version of tax software or do you have to upgrade to a paid version to access it?

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Most free versions don't include Form 8995, unfortunately. You usually need at least the Deluxe or Premier version of TurboTax, H&R Block, etc. to access it. I found this out the hard way last year when I started with the free version and had to upgrade after entering my 1099-DIV with Box 5 amounts. The software told me I needed to upgrade to properly handle the 199A dividends.

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Quick question for anyone who knows - if I have multiple 1099-DIVs from different brokerages, and several have amounts in Box 5, do I just add all those Box 5 amounts together for Form 8995? Or do I need to list them separately somehow?

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You just add all the Box 5 amounts together and report the total on Form 8995. You don't need to list each brokerage separately for the QBI deduction.

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I had the same confusion last year with my Vanguard 1099-DIV! The good news is that with your $95K income, you're well below the threshold where things get complicated, so you'll use the simple Form 8995. TurboTax should automatically prompt you for Form 8995 when you enter the Box 5 amount from your 1099-DIV, but sometimes you need to make sure you're in the right section. When you're entering your dividend income, look for a question about "Section 199A dividends" or "qualified business income from investments." The 20% deduction on your Box 5 amount can be pretty substantial - I saved about $150 last year just from my mutual fund dividends. Make sure you don't skip over it! If TurboTax isn't automatically including it, you might need to upgrade from the free version to access Form 8995.

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That's really helpful, thanks! I'm curious - do you remember roughly what percentage of your total dividends the Box 5 amount represented? I'm trying to get a sense of whether this is typically a small portion or if it can be a significant chunk of your dividend income. My Box 5 shows about $180 this year, so I'm wondering if that $36 deduction (20% of $180) is worth upgrading my TurboTax version for.

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