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Alicia Stern

Is STD (Short-Term Disability) taxable income? How does it show on taxes?

So I've been getting totally mixed answers about whether short-term disability payments are taxable income or not. Some people tell me they're tax-free, others say I'll owe taxes on every penny. I took about 8 weeks of STD last year after a pretty bad car accident (thankfully fully recovered now!) and received around $6,400 in benefits. My HR department wasn't super helpful when I asked how this would affect my taxes. If STD is taxable income, would it show up on my W-2 form from my employer? Or would I get a separate tax form for it? Or nothing at all? I'm trying to get all my documents together for filing and don't want to miss anything important or get hit with a surprise tax bill.

Whether your Short-Term Disability (STD) is taxable depends on how the premiums were paid. Here's the simple breakdown: If your employer paid the premiums for your STD policy, then YES, the benefits you received ($6,400) are taxable income. If you paid the premiums with after-tax dollars, then the benefits are NOT taxable. If you paid with pre-tax dollars through a cafeteria plan, then the benefits ARE taxable. As for how it shows up - if your employer paid for the policy, it's typically included on your W-2 in Box 1 (Wages, tips, other compensation). If the STD was paid by a third-party insurer who doesn't do any tax withholding, you might receive a 1099-MISC or 1099-NEC. Check your W-2 carefully to see if that $6,400 is already included in your total wages.

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Drake

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Wait, so if my work offers STD as a benefit they provide (like they pay the whole premium) and I've never seen any deductions for it on my paystubs, then if I ever have to use it, it'll be fully taxable? That seems unfair somehow.

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Yes, that's exactly right. If your employer pays the entire premium and you don't see any deductions for it on your paystubs, then any benefits you receive will be fully taxable. It might seem unfair at first glance, but think of it this way - you received the benefit of having insurance coverage without paying for it (no tax was paid on the premium value), so the trade-off is that you pay tax when you actually use the benefit. On the flip side, if you personally pay for STD insurance with money you've already paid taxes on, then the benefits you receive are tax-free. It's essentially a "pay tax now or pay tax later" situation.

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Sarah Jones

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I went through something similar with my STD claim last year and spent hours trying to figure out the tax stuff. I finally found this tool called taxr.ai (https://taxr.ai) that saved me SO much headache. You just upload your documents and it tells you exactly how things should be reported. For my STD payments, it confirmed they were taxable since my employer paid the premiums, and it even found where they had already been included in my W-2 Box 1 amount (I would have double-reported that income otherwise!). Might be worth checking out if you're still confused about how your particular STD payments should be handled.

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Does this tool handle other types of income too? I have a side gig and rental property and never know if I'm doing those right on my taxes.

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Emily Sanjay

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Idk, sounds like another tax service trying to charge money for information you can get free from the IRS website. What makes it better than just calling the IRS helpline?

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Sarah Jones

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It absolutely does handle other income types! I've used it for my 1099 freelance work too, and it catches deductions I would've missed. It shows you which forms you need and what goes where - super helpful for side gigs. As for why it's better than calling the IRS - have you tried calling them lately? I spent 3+ hours on hold last year and then got disconnected. This tool gives you instant answers, and it's actually using IRS rules to give you the right info. It's not about charging for free info, it's about making the complicated tax rules actually understandable for regular people.

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Just wanted to follow up - I tried out taxr.ai after seeing the recommendation here. Holy cow, what a timesaver! I uploaded my forms including some STD payments I received plus my side business receipts, and it immediately showed me how everything should be reported. It even pointed out that my disability provider hadn't withheld enough taxes (which I suspected but wasn't sure about). Now I won't get blindsided by a tax bill in April. Thanks for sharing this resource!

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Jordan Walker

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If you're still confused about your STD taxation and need to talk to the IRS directly (which I recommend for definitive answers), use Claimyr (https://claimyr.com). It's the only way I actually managed to reach a human at the IRS without wasting my entire day on hold. I had the exact same STD tax question plus some complications with how it affected my tax credits. Was dreading calling the IRS because everyone knows you'll be on hold forever. Claimyr got me connected to an agent in about 15 minutes instead of the usual 2+ hour wait. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c The IRS agent clarified everything about my STD payments and explained exactly how they'd affect my return. Totally worth it for the peace of mind.

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Drake

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Wait, so this service somehow gets you through the IRS phone queue faster? How is that even possible? Seems sketchy to me.

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Natalie Adams

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I've heard about these "skip the line" services before but they sound like a scam. No way anyone can magically get you through to the IRS faster than everyone else. The IRS phone system doesn't work that way.

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Jordan Walker

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It's not sketchy at all - they use an automated system that navigates the IRS phone tree and waits on hold for you. When a human IRS agent answers, you get a call back to connect with them. It's not "skipping" the line, it's just that their system is waiting in line for you instead of you having to do it yourself. It works because the IRS phone system is first-come, first-served. Claimyr is basically just holding your place in line while you go about your day. Nothing magical about it - just smart technology that saves you from being stuck listening to hold music for hours. Totally legitimate and works exactly as described.

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Natalie Adams

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I need to apologize for being so skeptical about Claimyr. After posting that comment, I decided to try it myself since I had some questions about my 1099-G unemployment and STD benefits from last year. Honestly, I'm shocked at how well it worked. Got a call back in 22 minutes connecting me to an actual IRS agent who answered all my questions about how disability benefits are taxed based on who paid the premiums. Turns out in my case, the STD was already included in my W-2 so I didn't need to report it separately. I was 100% wrong in my skepticism and wanted to set the record straight. If you need to talk to the IRS directly about your STD benefits, this service actually delivers.

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Just to add another perspective - I received STD last year through a policy I pay for myself (it's not through my employer). I got a letter from my insurance company stating the benefits were not taxable and they wouldn't be sending any tax forms. So definitely check how your STD premiums were paid - it makes all the difference in whether you owe taxes on those benefits!

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Alicia Stern

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Thanks for sharing your experience! Do you remember if your premiums were coming out of your paycheck, or did you set up the policy completely on your own outside of work?

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I set up the policy completely on my own outside of work. I pay quarterly premiums directly to the insurance company, not through payroll deductions. Since I'm paying with my after-tax dollars, the benefits come to me tax-free. If your premiums come out of your paycheck, check your pay stub carefully. If the deduction happens before taxes are calculated (pre-tax), your benefits will be taxable. If the deduction happens after taxes are calculated (after-tax), your benefits won't be taxable.

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Amara Torres

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I'm a bit late to this convo but something no one mentioned - my STD payments came with taxes already withheld! Check your payment statements carefully. Mine had federal and state taxes taken out before I even got the money, just like a regular paycheck. This was for employer-provided STD where they paid the premiums.

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Yes! Same here! My STD payments had about 22% withheld for federal taxes. I was surprised but glad they did it automatically so I didn't have a huge tax bill. Definitely check your statements.

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Alicia Stern

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I just double-checked my statements and you're right! There was some withholding happening. I didn't even notice that before. That makes me feel better about the potential tax impact.

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Thanks everyone for all the helpful responses! This has been incredibly informative. I just checked my pay stubs from last year and confirmed that my STD premiums were being deducted pre-tax through our cafeteria plan, which means my benefits will indeed be taxable. I also went back and looked at my STD payment statements more carefully (thanks for that tip!) and found that they did withhold about 20% for federal taxes, so at least I won't get completely blindsided come tax time. One more question though - since the STD payments had taxes withheld, will I receive a W-2 from the insurance company, or will this just be included in my regular W-2 from my employer? I want to make sure I'm not missing any tax documents when I file.

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Donna Cline

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Great question! Since your STD benefits had taxes withheld, you should receive a separate tax document from the insurance company - typically a 1099-R or sometimes a W-2 depending on how they handle it. This won't be included in your regular employer W-2. The insurance company that paid your STD benefits is required to report the taxable income and withholdings to the IRS, so they'll send you the appropriate form showing both the gross benefit amount and the taxes that were withheld. Make sure to keep an eye out for this document - it's usually mailed by January 31st. If you don't receive anything by early February, definitely contact the insurance company directly to request it. You'll need this form to properly report the income and claim credit for the taxes that were already withheld on your behalf.

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Just wanted to add one more important point that I learned the hard way - if you're receiving STD benefits and they're taxable, you might want to consider making quarterly estimated tax payments if not enough is being withheld. I received STD benefits a few years ago that had minimal withholding, and even though I knew they were taxable, I didn't realize how much it would bump me into a higher tax bracket. Ended up owing a significant amount plus underpayment penalties when I filed. If your STD payments are substantial and you're worried about owing taxes, you can either ask the insurance company to withhold more (if they allow it) or make estimated payments directly to the IRS. Form 1040ES has the vouchers and instructions for quarterly payments. Just something to consider so you don't get hit with surprise penalties on top of the tax bill!

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This is such an important point that often gets overlooked! I had no idea about the quarterly payment option when I was dealing with my STD situation. The underpayment penalties can really add up if you're not careful. For anyone reading this who might be in a similar situation - how do you calculate how much to pay quarterly? Is there a rule of thumb for what percentage to set aside, or do you just have to estimate based on your tax bracket? I'm hoping I never need STD again, but it would be good to know for future reference.

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