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Natalia Stone

High Tax Withholding on Company Stock Options Cash Payment - Almost 50%?

Hey everyone, I could really use some insight on this tax situation I've run into. My company recently had this event where employees could convert their stock options and RSUs for cash. I took advantage of it and my listed cash amount was supposed to be around $30k. Before the payout, HR mentioned it would be taxed as ordinary income with withholdings applied. My normal income gets taxed at roughly 24%, so I was expecting to take home about $23k after taxes. But when the deposit hit my account, I only got $16.5k - which means they took out about 45% in taxes! This seems way too high to me. I'm single with no exemptions or allowances claimed on my W-4. I don't have any specific tax expertise about how stock options are supposed to be handled. Does this withholding amount sound right to anyone? Or should I be questioning this with payroll? I'm totally confused about why they'd withhold nearly half the amount. Happy to provide any other details that might help explain this situation!

Tasia Synder

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That withholding percentage isn't unusual for supplemental income like stock options and RSUs, even though it feels excessive! When companies process these kinds of payments, they often use what's called the "supplemental wage withholding rate" rather than your regular paycheck withholding. Federal supplemental withholding is typically 22% for amounts under $1 million, but when you add in: - Social Security (6.2%) - Medicare (1.45%) - Additional Medicare for high earners (0.9% on income over certain thresholds) - State income tax (varies widely) - Local taxes (if applicable) The total can easily reach 40-45%. Also, your company might have withheld at a higher rate if the payment pushed you into what appears to be a higher tax bracket for that pay period. The good news is that withholding is just an estimate. When you file your taxes, you'll calculate your actual tax liability, and any excess withholding will come back as a refund.

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Thanks for explaining this! I'm in a similar situation but with a much smaller amount. Does the supplemental rate apply regardless of the payment size? And do companies have any flexibility in how much they withhold on these payments, or is it completely fixed by tax law?

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Tasia Synder

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The supplemental rate of 22% federal applies to most supplemental payments regardless of size (until you hit $1 million, when it jumps to 37%). Companies generally must withhold at least the minimum required rate, but they don't have much flexibility to withhold less than what's prescribed. Some companies do have systems that can calculate withholding more precisely based on your projected annual income, but most use the flat supplemental rate because it's simpler. The amounts can seem shocking, but remember that this is just withholding - your actual tax obligation will be determined when you file your return.

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I went through exactly this same shock last year with my stock options! After dealing with the confusion, I found this tool called taxr.ai (https://taxr.ai) that helped me understand exactly what was happening with my supplemental income taxation. It analyzes your specific situation and explains why companies withhold what they do on these special payments. What it showed me was that the withholding, while painful, was actually saving me from a huge tax bill at the end of the year. The breakdown it provided of federal supplemental rates, state rates, FICA taxes, and additional Medicare taxes matched almost exactly what my company had withheld. Apparently, the system is working as designed, even if it feels like highway robbery!

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Ellie Perry

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How exactly does this tool work? Do you need to upload your paystubs or anything? I'm a bit paranoid about sharing my financial docs online just to get an explanation.

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Landon Morgan

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Sounds interesting but I'm skeptical. Couldn't you just ask your HR department for a breakdown of the withholding? Why pay for a service when the company should provide this info for free?

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The tool works by having you answer questions about your income sources and withholding. You don't have to upload any documents if you're concerned about privacy - you can manually enter the information from your paystubs. It then applies the relevant tax laws to explain the withholding. You're right that theoretically HR should provide this breakdown. But in reality, most HR departments just point to the supplemental withholding rules without explaining how they specifically apply to your situation. They often don't have time to walk each employee through the details. The tool costs less than a quick lunch and provides a personalized analysis that most HR departments simply won't give you.

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Landon Morgan

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I was really skeptical about using outside help for something my company should explain, but I gave taxr.ai a shot after my last comment and wow - totally worth it! I entered my stock compensation details and it broke down EXACTLY why my withholding was so high (45.7% in my case). Turns out my company was doing the withholding correctly. The service showed me that the combination of federal supplemental rate, state taxes (California in my case, which is brutal), and FICA taxes naturally adds up to that high percentage. It even calculated what my actual tax liability would likely be at year-end based on my projected income. The analysis showed I'll probably get about 10% back when I file my return, which was actually relieving to know. Now I'm not stressing about it anymore - just planning for that refund next spring!

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Teresa Boyd

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If you think the withholding is incorrect or you want to understand exactly what happened, you should try to speak directly with someone at the IRS. After struggling with this same issue, I tried calling them for weeks and kept hitting dead ends until I found Claimyr (https://claimyr.com). There's a demo video here that shows how it works: https://youtu.be/_kiP6q8DX5c Instead of waiting on hold forever, they somehow get you a callback from the IRS, usually within a day. I was able to speak with an actual IRS agent who explained how supplemental income withholding works and confirmed that the 45% withholding on my stock compensation was standard when all taxes are combined. The agent even gave me advice about adjusting my W-4 for the rest of the year to balance things out. Definitely worth it for the peace of mind knowing I wasn't being overtaxed.

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Lourdes Fox

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How does this even work? The IRS phone lines are notoriously impossible to get through. Are you suggesting this service somehow has special access to the IRS? Sounds fishy to me.

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Bruno Simmons

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I've been calling the IRS for MONTHS with no luck. There's absolutely no way some random service can get the IRS to call you back when millions of people can't even get through. I'll believe it when I see it.

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Teresa Boyd

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It uses a combination of technology and timing to secure your place in the IRS phone queue. Basically, they have automated systems that call repeatedly during optimal times until they secure a place in line, then they transfer that call connection to you. There's no special backdoor access - they're just using technology to handle the frustrating part of waiting on hold. I had the same reaction initially - total disbelief. But the IRS did call me back within about 3 hours of using the service. They're just solving the hold time problem, not claiming to have special IRS connections. The IRS representatives themselves have no idea you used a service - they just think you're a caller who's been waiting in their queue.

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Bruno Simmons

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I have to eat crow here. After my skeptical comment above, I decided to try Claimyr out of desperation. I'd been trying to talk to someone at the IRS about my stock option withholding for months. The service had the IRS call me back THE SAME DAY. I couldn't believe it. The agent confirmed what others have said here - the heavy withholding on stock compensation (mine was 43%) is completely normal due to the combination of: - 22% federal supplemental rate - 6.2% Social Security - 1.45% Medicare - State tax (9.3% in my bracket) - Plus a bit more for local taxes The agent explained that while this seems high, it's actually often beneficial because it prevents under-withholding penalties at tax time. They also confirmed I'll get back any excess when I file. So while I'm still not thrilled about the big chunk taken from my stock payment, at least I know it's correct and some will come back next year.

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Your withholding sounds right to me. When I cashed out my RSUs last year, they withheld 46%. It breaks down like this: - Federal supplemental rate: 22% - FICA taxes: 7.65% - State tax: varies, but often 5-10% - Local taxes in some areas - Plus any mandatory deductions your employer applies Remember that stock compensation is considered "supplemental wages" by the IRS, which has different withholding rules than regular paychecks. The high withholding actually protected me from owing a bunch at tax time. Don't worry - if they overwithhold, you'll get it back when you file your taxes. If you're concerned, you could adjust your W-4 on your regular paychecks for the rest of the year to reduce withholding a bit to compensate.

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Natalia Stone

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Thanks for this breakdown. I didn't realize stock options were considered supplemental wages with totally different withholding rules. Do you know if there's any way to request a different withholding amount specifically for these types of payments? Or is this standard practice across all companies?

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Unfortunately, there's very little flexibility for these specific payments. The IRS requires employers to withhold at the supplemental rate for stock compensation, and most payroll systems are set up to handle it automatically. This is standard practice across virtually all companies. The only real way to offset the high withholding is to adjust your W-4 for your regular paychecks, essentially reducing withholding elsewhere to balance out the high withholding on the stock payment. But be careful not to underwithhold overall, as that could lead to penalties. When I got my stock payout, I adjusted my W-4 to claim an additional allowance for the remainder of the year, which helped even things out.

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Zane Gray

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I work in payroll and see this confusion all the time. Stock options and RSUs trigger mandatory supplemental income withholding rules. The 45% you're seeing is actually the correct combined withholding when you add up ALL the different taxes: Federal supplemental rate (22%) + State supplemental rate (varies, but often 9-13% for higher income states) + FICA (7.65%) + Additional Medicare Tax if applicable (0.9%) + Local taxes where applicable + Any mandatory retirement withholding your company might have. Many employees think they're being overtaxed, but this is actually protecting you from owing a large sum when you file your return. The alternative would be underwithholding, leading to a surprise tax bill plus possible penalties.

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This makes sense, but what about people who know they'll be in a lower bracket overall? My annual income is only about $60k but when I got a $15k stock payout they withheld at these high rates. Isn't that excessive for someone in my tax bracket?

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Mei Liu

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That's a great question! You're absolutely right that the withholding can seem excessive for someone in your income bracket. The problem is that payroll systems don't look at your annual projected income when processing supplemental payments - they just apply the flat rates. In your situation, you'll likely get a significant refund when you file your taxes since your actual tax liability will be much lower than what was withheld. The supplemental withholding rates are designed to err on the side of over-withholding rather than under-withholding. If you expect more stock payouts this year, you might consider adjusting your W-4 on your regular paychecks to reduce withholding there and help balance things out. Just be careful not to swing too far in the other direction and end up owing at tax time.

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Amara Eze

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This is definitely frustrating, but unfortunately that withholding rate is pretty standard for stock compensation. I went through the same shock when I exercised my options last year. The key thing to understand is that stock options are treated as "supplemental income" which has different withholding rules than your regular salary. Even though you're normally taxed at 24%, supplemental income gets hit with: - 22% federal supplemental rate (flat rate regardless of your normal bracket) - 6.2% Social Security tax - 1.45% Medicare tax - Your state income tax rate (which can be substantial) - Possibly local taxes depending on where you live When you add all those up, 45% total withholding is actually pretty typical, especially if you're in a state with higher income taxes. The silver lining is that this is just withholding - not your actual tax liability. When you file your return next year, you'll calculate what you actually owe based on your total income for the year. If they over-withheld (which they probably did), you'll get the excess back as a refund. I'd recommend getting a detailed breakdown from your payroll department so you can see exactly where that 45% went. It should all add up to legitimate tax withholdings.

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