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Edwards Hugo

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This thread has been incredibly helpful for understanding the 1099 requirements for nonprofit vendors! I'm dealing with a similar situation where we make payments to several different types of organizations, and I was getting confused about which ones need 1099s. Just to make sure I have this right: the determining factor is whether the organization is incorporated, not whether they're a nonprofit. So a for-profit corporation wouldn't need a 1099, but an unincorporated nonprofit would need one (assuming payments exceed $600). Is that correct? Also, I noticed someone mentioned backup withholding for vendors who won't provide W-9s. At what point are you required to start withholding, and how do you handle that administratively? I have one vendor who's been dragging their feet on providing their tax information and I want to make sure I'm handling this properly.

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You've got it exactly right! The key determining factor is incorporation status, not nonprofit status. A for-profit corporation is exempt from 1099 reporting, while an unincorporated nonprofit (like a charitable trust or association) would require a 1099-NEC if you paid them $600+ during the year. Regarding backup withholding, you're required to start withholding 24% from payments if a vendor either refuses to provide a TIN (tax identification number) or the IRS notifies you that the TIN provided is incorrect. The withholding should begin immediately on the next payment after you've made the request and they've refused or after 60 days if they're just non-responsive. Administratively, I handle this by sending a formal written request (email works) stating that failure to provide a completed W-9 within 30 days will result in backup withholding on all future payments. Most vendors respond quickly when they realize money will be held back! You'll then need to deposit the withheld amounts with the IRS quarterly and provide the vendor with a 1099-B showing the backup withholding at year-end.

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This is such a valuable discussion for small business owners! I'm dealing with a mix of vendors myself and this thread has really helped clarify the corporate exemption rule. One thing I'd add from my experience - don't forget to also consider the type of payment when determining 1099 requirements. Even for non-corporate vendors, certain types of payments are exempt from 1099 reporting. For example, payments for merchandise, freight, storage, and similar charges to non-corporate vendors don't require 1099s, but payments for services (like rent, as mentioned in the original question) do. So even if your 501(c)(3) nonprofit wasn't incorporated, rent payments would definitely trigger the 1099 requirement. But since they are incorporated, you're completely exempt regardless of the payment type. I've learned to think of it as a two-step process: 1) Is the vendor incorporated? If yes, no 1099 needed (except attorneys/medical). 2) If not incorporated, what type of payment was it? This framework has helped me avoid mistakes during our year-end 1099 preparation.

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Danielle Mays

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This two-step framework is really helpful! I like how you've broken it down - it makes the decision process much clearer than trying to remember all the different rules at once. Your point about payment types is something I hadn't fully considered before. I was so focused on figuring out corporate vs. non-corporate status that I didn't realize there were additional exemptions based on what you're actually paying for. So if I understand correctly, even for my unincorporated vendors, I'd only need 1099s for services like consulting, rent, repairs, etc., but not for purchasing inventory or supplies from them? This is going to make my year-end 1099 process so much more systematic. Instead of panicking about whether each vendor needs a 1099, I can just work through your checklist methodically. Thanks for sharing that approach!

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Ravi Gupta

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Hey Isaiah! I just went through this same process a few days ago. Filed on Saturday, got IRS acceptance Sunday morning, and my Chime advance hit Monday afternoon - so about 30 hours total. You should definitely get yours within the next day or two since you filed yesterday! Chime is usually pretty fast with their advances. Just keep your notifications on and try not to stress check your account every hour like I did πŸ˜… The waiting is the worst part but it'll come through soon!

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StarStrider

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Thanks for the reassurance! 30 hours sounds totally reasonable. You're right about the stress checking - I've already looked at my account like 10 times today πŸ˜‚ It's good to hear from someone who just went through it recently. Hopefully mine drops tomorrow!

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Summer Green

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Just wanted to chime in (pun intended πŸ˜„) with my recent experience! Filed my taxes on Monday morning, got IRS acceptance that same afternoon around 3pm, and my Chime advance dropped Tuesday evening around 7pm. So about 28 hours total turnaround time. The notification came through about 20 minutes before the actual deposit hit my account, which was nice because it gave me time to mentally prepare for that sweet relief! The amount was exactly what I expected with no surprise deductions. Chime has been pretty reliable for me the past couple years with their advance program. Since you filed yesterday and got approved right away, I'd expect yours to hit sometime today or tomorrow. Good luck! πŸ€žπŸ’°

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QuantumQueen

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Don't forget about wash sale rules if you're planning to buy back into a similar fund later! If you sell at a loss and buy back within 30 days, you can't claim the tax loss.

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Aisha Rahman

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Wash sale rules only apply to selling at a loss, not a gain. OP is selling at a gain, so wash sales aren't relevant here. But good point for others who might be reading and have investments with losses.

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QuantumQueen

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You're right, I misunderstood the situation. Since OP is selling at a gain, wash sale rules don't apply. Thanks for the correction!

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Zoe Alexopoulos

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Great thread everyone! As someone who's been through this exact situation, I wanted to add a few practical tips for when you actually execute the sale: 1. **Timing matters**: If you're close to the end of the tax year, consider whether it makes sense to delay the sale until January to push the tax liability to the following year's return. 2. **Document everything**: Take screenshots of your lot selection choices and keep records of which specific shares you sold. This will be helpful when you get your 1099-B and need to verify everything matches. 3. **Consider tax-loss harvesting**: Even though you're selling at a gain, check if you have any other investments with losses that you could sell to offset some of the gains. 4. **Emergency fund planning**: Since you're using investments for an emergency, consider rebuilding an actual cash emergency fund once you're back on your feet so you don't have to deal with tax implications next time. The 0% capital gains rate that @Nia Davis mentioned is huge - definitely verify your income situation before selling. You might be in for a pleasant surprise!

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These are excellent practical tips! The timing point is especially important - I hadn't considered that delaying a few weeks could push the tax impact to next year. One question about the documentation: should I also keep records of the mutual fund's dividend/capital gains distributions over the years? I think those might affect my cost basis calculation, but I'm not sure how to track them down if they were automatically reinvested. Also, you're absolutely right about building a cash emergency fund after this. This whole situation has been a real wake-up call about having liquid savings separate from investments!

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Amara Okafor

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If you use tax software, all of this is pretty straightforward! I moved from Texas to Minnesota mid-year and used TurboTax. The software asked when I moved and then walked me through everything. Honestly way easier than I expected.

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I had a different experience with TurboTax. It kept getting confused about allocating my deductions between states. Ended up switching to H&R Block which handled my situation better.

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One additional tip since you mentioned the high withholding on your extra shifts and billing payments - keep detailed records of all your work locations and income sources throughout the year. As a physician who moved mid-year, you'll want to track not just which state you earned income in, but also where you were physically working when you earned it. This is especially important for those weekend ER shifts. If you're picking up shifts in different locations or even different states, each location might have different tax implications. Some states tax based on where the work was performed, others based on your residence at the time. Also, since you mentioned patient billing payments, make sure to track any business expenses related to your work (CME, licensing fees, professional memberships, etc.). These can often be deducted, and with your income increase, every deduction becomes more valuable. Keep receipts for everything work-related from both states - some expenses might be deductible in one state but not the other. The good news is that with your income tripling, you're likely in a much better position financially to handle any unexpected tax obligations that might come up!

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Rita Jacobs

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This is really helpful advice about tracking work locations! I hadn't thought about the fact that some of my weekend ER shifts might actually be in different states depending on which hospital I'm covering. Do you know if there's a threshold for how much income you need to earn in a state before you have to file there? I'm worried I might end up having to file in multiple states if I pick up just a few shifts across state lines.

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Mateo Lopez

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Thanks so much for this clarification! I've been making the same mistake as the original poster, thinking weekends didn't count. It's actually really helpful to know that the automated systems are running 24/7 - that explains why I sometimes see status updates on Saturday mornings when I check the app. I'm also dealing with gig work income (mainly Instacart and some freelance graphic design), so it sounds like I should be expecting closer to 30+ days rather than getting anxious at the 21-day mark. The additional verification process for self-employment income makes total sense from a fraud prevention standpoint. Does anyone know if there's a way to tell if your return is in the additional verification queue, or do you just have to wait it out?

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Atticus Domingo

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Hey Mateo! Unfortunately, there's no direct way to see if your return is in the additional verification queue through the normal channels. The Where's My Refund tool and transcripts will just show "processing" without specifics about which stage it's in. However, if you're really curious about the status, you can call the IRS directly at 1-800-829-1040. The automated system might give you some basic info, but if you need to speak with a human agent, be prepared for long hold times (sometimes 2+ hours). They can usually tell you if your return is in additional review and give you a more specific timeline. From my experience with freelance income, most returns with significant 1099 income (especially if you didn't receive all your 1099s by the filing deadline) will automatically go through an extra verification step. It's frustrating but totally normal - just part of the process when you're self-employed!

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Ethan Wilson

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As someone who's been through this process multiple times with gig work, I can confirm what others have said - it's definitely calendar days for the 21-day timeline! I learned this the hard way after obsessively counting business days and getting frustrated when my refund seemed "late." One thing that really helped me was setting up an IRS account online to view my tax transcripts. While it doesn't give you a play-by-play of every step, you can at least see when different parts of your return get processed. For gig workers especially, I've noticed the transcript will show when they've matched your 1099s against what you reported - that's usually when the additional verification happens. The worst part is just the waiting and not knowing, but knowing it's calendar days and that the systems are working weekends definitely helps set realistic expectations. Good luck with your refund!

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This is such great advice about setting up the online IRS account! I'm pretty new to dealing with taxes (this is only my second year filing), and I had no idea you could view your transcripts online. That sounds way better than just staring at the "Where's My Refund" tool that barely tells you anything useful. Quick question - when you set up the IRS account, do you need any special documentation? I've heard mixed things about the verification process being either super easy or a total nightmare depending on your situation. Also, how often do the transcripts actually update compared to the regular refund tracker? Thanks for sharing your experience with the gig work delays - it's reassuring to know this is just normal processing and not a sign that something went wrong with my return!

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