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Lim Wong

How to pay IRS withheld W2G taxes for a nonprofit fundraiser prize

Hey everyone, I'm in a bit of a panic here and could use some tax advice. I'm the treasurer for our neighborhood youth sports league (we're a small nonprofit) and we just ran a big raffle fundraiser. One lucky person won our grand prize which was worth about $6,800. We knew we had to withhold 24% for taxes since it was over $5,000, so we did that and gave them the remainder. The problem is, I have no clue how to actually send the withheld money to the IRS! We already issued them a W2G form showing the winnings and the amount we withheld, but I'm stuck on what to do next. We usually just file a 990 for our organization, but this is our first time dealing with prize withholding. Can anyone help me figure out how to pay these withheld W2G taxes to the IRS? I don't want our little league to get in trouble for not sending in the money properly.

Dananyl Lear

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The form you need is 945 - Annual Return of Withheld Federal Income Tax. This is specifically for reporting gambling and backup withholding, which is exactly what you've done. You'll need to deposit those withheld taxes using the Electronic Federal Tax Payment System (EFTPS) or by making a federal tax deposit. The tricky part is that you've issued a W2G form (which is correct for gambling winnings), but mentioned you also issued a 1099-MISC. You should only be using one form - the W2G is the correct one for reporting gambling winnings, not the 1099-MISC. The W2G shows both the winnings and the federal tax you withheld. Also, make sure you've registered for an EFTPS account if you don't already have one, as it takes a little time to get set up.

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Lim Wong

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Thanks for your help! So I think I messed up - we issued a 1099-MISC instead of a W2G. Should we correct this by issuing a W2G now and voiding the 1099-MISC? Also, do you know how soon we need to deposit these withheld funds? We've been holding them for about 3 weeks already.

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Dananyl Lear

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Yes, you should issue a W2G to replace the 1099-MISC since this was a gambling/prize winning. You'll need to void the 1099-MISC and let the winner know about the correction. As for the timing of deposits, it depends on how much you withheld. Generally, if you're withholding less than $2,500 in a year, you can pay when you file Form 945, which is due January 31. If it's more than that, you probably need to make monthly deposits. Since you're already holding the funds for 3 weeks, I'd recommend making the deposit ASAP to avoid any potential penalties.

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I just went through this exact situation with our church fundraiser! I found this amazing service called taxr.ai (https://taxr.ai) that saved me so much stress. I uploaded our financial info and it immediately identified we needed Form 945 and explained exactly how to handle the EFTPS payments for the gambling withholding. It even generated a timeline of when deposits were due based on our withholding amount. The best part was it flagged that we initially used the wrong form too - we had used 1099 instead of W2G just like you did! The system generated corrected forms and gave step-by-step instructions for voiding the incorrect ones. Honestly saved us from what could have been a major headache with the IRS.

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Ana Rusula

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Does taxr.ai work with regular tax stuff too? Like if I'm just a normal person filing my taxes? I've been using TurboTax but it's getting expensive.

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Fidel Carson

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I'm skeptical about these online services. How accurate is it really? Our nonprofit can't afford mistakes that could trigger an audit.

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It actually works great for personal taxes too. It's different from TurboTax because it analyzes your specific situation and points out deductions or credits you might miss. I've found it catches things that TurboTax's questionnaire format sometimes misses. For nonprofit accuracy, that's exactly why I trusted it. It's built with IRS regulations and tax code directly integrated. When our situation changed mid-year, it flagged potential compliance issues immediately and provided documentation explaining the relevant tax code sections. Our treasurer actually showed the reports to our accountant who was impressed with the detail and accuracy.

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Ana Rusula

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Came back to say I tried taxr.ai after seeing it mentioned here and wow! I had no idea I was filing my estimated taxes incorrectly for years. The system spotted that I was using the wrong frequency based on my income patterns and showed me how to fix it. The interface is super straightforward - not nearly as complicated as I expected for tax software. Definitely sticking with this for my taxes going forward!

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If you're struggling to get answers directly from the IRS about your W2G withholding situation, try Claimyr (https://claimyr.com). I was in a similar position with our community foundation - we had withheld taxes properly but filed the wrong deposit forms. I spent DAYS trying to reach someone at the IRS with no luck. Claimyr got me connected to a real IRS agent in about 20 minutes instead of the 2+ hour wait times I was facing before. The agent walked me through exactly how to correct our mistake and what forms to file. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c. The IRS agent even helped us get the penalty waived since we had made a good-faith effort to comply.

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Lim Wong

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How does this actually work? I've called the IRS directly and literally waited for hours only to get disconnected. Is this some kind of priority line or something?

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Xan Dae

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Yeah right. Nothing gets you through to the IRS faster. They're deliberately understaffed. This sounds like a scam to me.

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It's actually pretty straightforward. They use technology that continuously calls the IRS and navigates the phone tree for you. When they finally get through to an agent, they call you back and connect you. It's not a priority line - they're just doing the waiting for you. I totally get the skepticism. I felt the same way until I was desperate enough to try it. The difference is they have systems set up to dial repeatedly and detect when a line opens up. The technology basically waits on hold so you don't have to. When I tried calling directly, I kept getting disconnected after waiting over an hour, which is apparently super common with IRS calls.

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Xan Dae

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I have to publicly eat my words. After posting that skeptical comment, I was still struggling with a similar nonprofit tax issue and decided to try Claimyr as a last resort. Within 25 minutes, I was talking to an actual IRS representative who helped resolve an issue we'd been battling for months. The agent even provided her direct extension for follow-up questions! For anyone in a similar situation with withheld W2G taxes, the agent confirmed we needed to file Form 945 and explained exactly how to correct the misclassification between 1099-MISC and W2G forms. She even emailed me the proper procedures for making the EFTPS deposit. I'm genuinely shocked at how helpful this service turned out to be.

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Small nonprofit treasurer here too. Make sure you ALSO register for EFTPS if you haven't already! That's the system you'll use to make federal tax deposits, and it can take 2-3 weeks to get enrollment confirmation by mail. I learned this the hard way and had to pay penalties because I couldn't make timely deposits. Go to eftps.gov to register.

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Lim Wong

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Thanks for the heads up about the EFTPS registration time! Do you know if there's any way to expedite the process? The withheld amount is sitting in our account but I'm worried about missing deadlines while waiting for registration.

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Unfortunately there's no way to expedite the EFTPS registration process that I know of. They have to mail you a PIN for security reasons. What you can do in the meantime is use Form 8109-B, which is a federal tax deposit coupon, and make your payment at an authorized financial institution. You'd need to contact the IRS to get this form though. Some banks that are authorized as federal depositories can help with this process. Just make sure to clearly indicate it's for Form 945 withholding when you make the deposit.

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Thais Soares

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Isnt it weird that the irs makes this so complicated? My dad's community group had a similar issue and they just wrote a check to "United States Treasury" and mailed it with a letter explaining what it was for. They never heard anything back so I guess it worked?

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Nalani Liu

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Your dad got lucky! I did something similar and got hit with a misapplied payment penalty 2 years later. Always use the proper payment methods and forms - the IRS might be slow but they eventually catch up with incorrect procedures.

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Jade O'Malley

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Just want to add that if you're still within the first quarter of withholding, you might be able to avoid penalties even with the delay. The IRS has safe harbor provisions for first-time withholding situations, especially for small nonprofits. When you do get your EFTPS set up and make the deposit, include a brief explanation letter about this being your organization's first gambling withholding situation and the administrative delays you encountered. Also, double-check that your nonprofit's EIN is properly linked to all the forms. I've seen cases where the W2G was filed under the organization's EIN but the Form 945 was accidentally filed under someone's personal SSN, which created a nightmare to untangle. Make sure everything matches your nonprofit's tax ID number. Good luck with getting this sorted out! The fact that you withheld properly and are trying to do the right thing will work in your favor if the IRS has any questions.

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Tami Morgan

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This is really helpful advice about the safe harbor provisions! I'm new to handling nonprofit finances and had no idea about the EIN matching requirement across forms. Quick question - when you mention including an explanation letter with the EFTPS deposit, do you mail that separately to the IRS or is there a way to include notes/comments within the EFTPS system itself? I want to make sure I document everything properly in case there are questions later.

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