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This is such a helpful thread! I'm dealing with a similar situation but with a twist - I have two roommates who each pay different amounts ($700 and $500) because one has the larger bedroom. Do I need to calculate separate percentages for each roommate's space, or can I just use the total amount they pay ($1,200) against the total percentage of the house they occupy together? Also, if I'm reporting this on Schedule E, do I need to treat this as two separate rental activities or can I combine it all as one rental income source? I'm using a 4-bedroom house where I occupy one bedroom and they occupy the other two, plus we all share common areas. Thanks for all the great advice in this thread - definitely going to look into some of the tools mentioned here!

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Great question about handling multiple roommates with different payment amounts! You can definitely combine both roommates into one rental activity on Schedule E - there's no need to treat them as separate rentals since they're both part of the same property. For calculating the percentage, you'll want to base it on the total square footage that both roommates use combined. So if your two roommates together occupy 50% of the house (their bedrooms plus their proportional share of common areas), you'd use 50% as your deduction percentage against the total $1,200 monthly income they pay. The fact that they pay different amounts doesn't affect the calculation - what matters is the total space they occupy versus the total rental income you receive. You'll report the combined $14,400 annual income ($1,200 Ɨ 12) on Schedule E and deduct the same percentage of your eligible expenses against that total. This is actually a pretty common scenario, and the IRS is used to seeing single-property rentals with multiple tenants paying different amounts. Just make sure to keep good records of all payments received from both roommates and maintain documentation of your square footage calculations for your deduction percentage.

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This is really helpful clarification! I was overthinking the multiple roommate situation. Just to make sure I understand correctly - if my roommates' bedrooms are 200 sq ft each and we split common areas (kitchen, living room, bathrooms) proportionally, I would calculate their total usage as: (200 + 200) + their share of common areas, then divide by total house square footage to get my deduction percentage? And then I can deduct that same percentage of mortgage interest, property taxes, insurance, utilities, repairs, etc. against the full $14,400 income? Also, do I need any special documentation since there are two different people paying me, or is tracking the total monthly income sufficient for tax purposes?

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Sean Matthews

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Has anyone used TurboTax for rideshare taxes? Do they explain this "date placed in service" thing clearly? I'm trying to decide which tax software to use.

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Ali Anderson

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I used TurboTax Self-Employed last year and it does explain this pretty well. They have a specific section for rideshare drivers and they ask when you first started using your car for business. The help text clarifies it's not your purchase date but when you began business use.

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The "date placed in service" for rideshare drivers is definitely the first date you made your vehicle available for business use - so in your case, that September date when you first started driving for Uber, not when you bought the car in 2019. This is super important because it affects your depreciation calculations. Since you started mid-year, you'll likely need to use the mid-quarter convention for depreciation (if more than 40% of your depreciable property was placed in service in the last quarter of the year). Pro tip: Check your Uber driver app for your trip history - it should show your very first trip date, which would be your "placed in service" date. You can also look at your first payment from Uber as documentation. Keep records of this because the IRS can verify it through your rideshare company's records if needed. Don't stress too much about getting the exact date if you can't remember - a reasonable estimate based on when you first went online is fine, but don't try to manipulate the date to get better deductions. That's an audit red flag.

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This is really helpful! I had no idea about the mid-quarter convention thing. I'm in a similar situation where I started driving in October last year, so this probably applies to me too. Is there a way to calculate if I hit that 40% threshold, or do I need to see a tax professional for this? I'm trying to do my taxes myself but this depreciation stuff is getting complicated fast.

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I've been using FreeTaxUSA for the past three years after switching from TurboTax, and it's been great! They're definitely IRS-authorized and I've never had any security issues. The interface isn't as flashy as the big names, but it gets the job done for a fraction of the cost. One tip that hasn't been mentioned yet: if you're unsure about a tax site's legitimacy, you can actually call the IRS Practitioner Priority Service line and ask them to confirm if a specific company is an authorized e-file provider. The number is on their website under "Tax Professionals." They maintain the official database and can tell you definitively if a company is registered properly. Also, legitimate sites will always give you a confirmation number when your return is accepted by the IRS. If a site claims they've filed your taxes but can't provide an IRS confirmation number within 24-48 hours, that's a major red flag that something isn't right. For anyone still nervous about trying smaller companies - start by checking if they're listed on the IRS website's "Choose an E-file Provider" tool. If they're not listed there but claim to be IRS-authorized, that's an automatic no-go in my book.

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This is really solid advice, especially about calling the IRS directly to verify providers! I had no idea you could do that. The confirmation number tip is super important too - I remember being sketched out when a site I almost used couldn't explain how I'd know my return was actually submitted. FreeTaxUSA seems to come up a lot in these discussions as a reliable cheaper alternative. For anyone still on the fence, it might be worth checking if your local library offers free tax prep assistance too. Many libraries partner with VITA programs or have computers set up specifically for using the IRS Free File options safely. One question though - has anyone had experience with what happens if you do get scammed by a fake tax site? Like what steps do you need to take with the IRS if your identity gets stolen during tax season?

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Zainab Ahmed

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If you do get scammed by a fake tax site, here are the key steps to take immediately: 1. **File Form 14039 (Identity Theft Affidavit)** with the IRS right away - this alerts them that your SSN may have been compromised for tax purposes. 2. **Contact the three major credit bureaus** (Experian, Equifax, TransUnion) to place fraud alerts on your credit reports. Consider freezing your credit entirely until the situation is resolved. 3. **File your legitimate tax return by paper** if the scammer already filed electronically using your info. Include Form 14039 with your paper return and write "Identity Theft Case" at the top. 4. **Report the scam to the FTC** at identitytheft.gov and to your state's attorney general office. Also report it to the Internet Crime Complaint Center (IC3.gov). 5. **Monitor your bank accounts and credit cards** closely for unauthorized activity. Consider changing account numbers if you provided banking info to the fake site. The IRS has a dedicated Identity Protection Unit that handles these cases, but resolution can take several months to over a year. That's why prevention is so much better than dealing with the aftermath! Always verify a site's legitimacy before entering any personal information.

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Natalia Stone

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This is incredibly helpful information - thank you for laying out all the steps so clearly! I had no idea about Form 14039 or that there was a dedicated Identity Protection Unit at the IRS. One follow-up question: if someone does fall victim to a tax identity theft scam, roughly how long does it typically take to get their refund if they have to file by paper? I imagine the paper processing plus the identity verification would really slow things down compared to normal e-filing. Also, for anyone reading this who's still deciding on an e-file service - seeing all these recovery steps really drives home how much easier it is to just stick with well-established, IRS-verified providers in the first place. The potential savings of $30-40 definitely isn't worth months or years of identity theft headaches!

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Ava Williams

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Does anyone know if turbotax handles the mutual fund supplemental information correctly? I input my Vanguard 1099 for VTSAX and VTI but I'm worried it might double-count some of the dividend income if I'm not careful.

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Miguel Castro

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TurboTax handles it fine if you import your 1099 directly from Vanguard. I've been doing this for years with my VTSAX holdings. The import function properly pulls in all the main reportable amounts and ignores the supplemental breakdown information that doesn't need separate reporting. If you're manually entering the information, just stick to entering the main boxes from the 1099-DIV section (boxes 1a, 1b, etc.) and don't try to enter anything from the supplemental section. TurboTax will prompt you for all the information the IRS requires.

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Ava Williams

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Thanks for confirming! I tried the import function but it didn't work for some reason, so I was manually entering everything. Good to know I should just focus on the main boxes and ignore the supplemental stuff. I was staring at all those percentages and breakdowns wondering if I needed to do something with them.

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Liam Mendez

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Great thread everyone! As someone who was completely overwhelmed by my first Vanguard 1099 with VTSAX and VTI last year, I can definitely relate to the original confusion. One thing I'd add is that if you're holding these funds in both taxable and tax-advantaged accounts, make sure you're only looking at the 1099 for your taxable account holdings. I made the mistake of trying to reconcile my entire portfolio at first, not realizing that the 1099 only covers the taxable account distributions. Also, for anyone using tax software other than TurboTax - I use FreeTaxUSA and it handles the Vanguard import correctly as well. The key is really just understanding that the supplemental section is informational only, as others have explained so well here.

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Thanks for bringing up the taxable vs tax-advantaged account distinction! I almost made that same mistake when I first started looking at my Vanguard statements. It's so easy to get confused when you see VTSAX and VTI holdings across multiple account types. Your point about FreeTaxUSA handling the import correctly is reassuring too. I've been using TurboTax but have been considering switching to save on fees. Good to know the Vanguard 1099 import functionality works well across different tax software platforms. One question for the group - does anyone know if there are any special considerations for the supplemental information if you've done any tax loss harvesting with these funds during the year? I'm wondering if the wash sale rules might affect how we interpret any of the return of capital information that shows up in that section.

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Luca Esposito

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10 Question for anyone who understands this stuff - does it matter what state you're in for how the 1095-A affects your taxes? I've heard some states expanded Medicaid and others didn't, and that can change how the marketplace plans and subsidies work.

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Luca Esposito

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15 Yes, your state does matter! States that expanded Medicaid under the ACA generally offer coverage to people with incomes up to 138% of the federal poverty level through Medicaid. In those states, marketplace subsidies typically start at 138% FPL. In states that didn't expand Medicaid, there can be a coverage gap where some low-income adults don't qualify for either Medicaid or marketplace subsidies. However, for those who do qualify for marketplace coverage in non-expansion states, subsidies can start at 100% FPL. Additionally, some states run their own marketplace exchanges with slightly different rules than the federal exchange (Healthcare.gov). And a few states (like California) even offer state-specific premium subsidies beyond the federal ones. If you're close to a subsidy cliff, moving between states or a state changing its policies could definitely impact your situation.

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Carmen Ortiz

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I'm so sorry you're going through this stress - the 1095-A reconciliation process can be absolutely brutal, especially when you're already dealing with health issues and financial constraints. From what you've described, it sounds like your partner's raise likely pushed your household income over a premium tax credit threshold. The ACA subsidies have some sharp "cliffs" where even a small income increase can dramatically reduce your credit or eliminate it entirely. A few things that might help your immediate situation: 1. Check if you can still contribute to a traditional IRA for 2024 (you have until the tax filing deadline). This reduces your MAGI, which is what they use to calculate your premium tax credit. 2. Look for any tax credits or deductions you might have missed - education credits, child tax credit, earned income credit, etc. 3. If you still end up owing, the IRS offers payment plans with very reasonable monthly payments based on your financial situation. Most importantly, contact the marketplace RIGHT NOW to report your income change for 2025. This will adjust your current advance premium tax credits so you don't face this same shock next year. The fact that you can't work due to health issues might also make you eligible for additional assistance programs. Don't give up - there are often more options available than people realize.

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Thank you so much for this helpful advice, Carmen. I really appreciate you taking the time to explain everything clearly. The IRA contribution idea is interesting - I had no idea that could help reduce what we owe. Do you know roughly how much we'd need to contribute to make a meaningful difference? We don't have a lot of extra money, but if even a small contribution could help lower our tax bill, it might be worth it. Also, when you mention contacting the marketplace about our income change - should we report the exact current income or try to estimate what we think we'll make for the whole year? I'm worried about getting it wrong again and ending up in the same situation next year. The health issues have been really limiting my ability to work, so knowing there might be additional assistance programs is encouraging. Do you know where I should start looking for those?

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