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Has anyone actually calculated whether claiming sales tax is even worth it anymore? Since the standard deduction went up so much in recent years, I feel like you need a TON of itemized deductions to make it worthwhile.

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It depends entirely on your situation. For single filers, the standard deduction is $13,850 for 2023 taxes, so you need more than that in TOTAL itemized deductions (not just sales tax) to make it worthwhile. But if you have a mortgage, high state income taxes, charitable contributions, AND sales tax, it adds up quickly.

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Tyler Murphy

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This is exactly why I switched to tracking actual receipts a few years ago! The IRS calculator assumes spending patterns that just don't match reality for a lot of people. I'm in tech and got several big raises, but I actually spend MORE on taxable stuff now - better car, home improvements, gadgets, etc. What really helped me was setting up a simple system: I just take photos of receipts with my phone and sort them into a folder at the end of each month. Takes maybe 30 minutes monthly but saved me over $2,000 in additional deductions last year compared to the IRS estimate. The key is being consistent about it from January 1st - don't try to reconstruct a whole year of spending in March when you're doing taxes. Also remember that big purchases like cars, appliances, and home improvement materials can really add up in sales tax, especially if you live in a high sales tax state.

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Naila Gordon

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Something else to consider - if you're coming from a zero-tax country, you might also need to look into whether your home country has any tax obligations for residents abroad. Some countries tax worldwide income regardless of where you live, which could complicate things. Also, at your income level ($525k), you'll definitely want to work with a tax professional who understands international relocations. The interplay between federal/state taxes, potential foreign tax credits, and various deductions can get complex quickly. A good CPA who specializes in high-income earners and international moves will save you way more than their fees in optimized tax planning. One more tip - if you do choose a no-income-tax state like Florida or Texas, make sure you establish proper residency there (driver's license, voter registration, etc.) to avoid any questions from high-tax states about where you're actually domiciled for tax purposes.

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Natalie Khan

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This is really solid advice, especially about establishing proper residency! I've seen people get burned by states like California or New York claiming they're still residents even after moving to no-tax states. They can be pretty aggressive about auditing high earners who relocate. @fb0860042981 Do you know what specific steps are most important for establishing residency? I'm thinking driver's license and voter registration like you mentioned, but are there other things that carry more weight if you get audited? Also, the point about home country tax obligations is huge - some people don't realize they might still owe taxes to their original country even as a US resident. Definitely worth checking before making the move!

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Summer Green

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Great question! As someone who went through a similar transition (though at a lower income level), here are some practical considerations beyond the tax rates: **Effective Tax Rate vs Marginal Rate**: Your effective federal tax rate won't be the full 37% - that's only on income above ~$578k. Your total federal effective rate will likely be around 32-33% on $525k. **State Comparison for Your Situation**: - **Florida/Texas**: ~32-33% total (federal only) - **New York**: ~42-43% total (federal + ~10% state + potential NYC tax) - **California**: ~45-46% total (federal + ~13% state at your income level) **Hidden Costs to Consider**: - States with no income tax often compensate with higher sales tax, property tax, or fees - Cost of living varies dramatically (housing costs in NYC vs Texas can offset tax savings) - Some states have better infrastructure, schools, healthcare systems **My Recommendation**: 1. Use a comprehensive tax calculator that accounts for all taxes (income, property, sales, etc.) 2. Factor in your lifestyle preferences - climate, culture, proximity to work/family 3. Consider hiring a tax professional familiar with international relocations before making your final decision The "best" choice depends on your total financial picture, not just income tax rates!

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One thing I haven't seen mentioned yet is the state tax implications of amending your federal return. If your federal amendment affects your state taxes (which it often does), you'll typically need to file an amended state return as well. Each state has its own deadline for amendments - some follow the federal 3-year rule, but others have different timeframes. For example, California gives you 4 years to amend, while some states only give you 3 years from when you filed the original state return (not the due date). If your federal amendment results in additional federal tax owed, it could also trigger additional state tax, so factor that into your calculations. Also, don't forget about estimated tax payments if your amendment shows you'll owe a significant amount. If the additional tax is over $1,000, you might need to make quarterly estimated payments going forward to avoid underpayment penalties next year.

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This is such an important point that gets overlooked! I made the mistake of only amending my federal return last year and completely forgot about the state implications. Ended up owing California an additional $800 plus penalties because I didn't realize my federal changes affected my state AGI calculation. The timing differences between states are really confusing too. Some states automatically adjust when they get notice of your federal amendment, but others require you to file separately. And like you mentioned about estimated payments - that caught me off guard. My amendment showed I owed an extra $2,200, and my tax preparer told me I needed to start making quarterly payments immediately to avoid penalties for 2024. Definitely something to plan for!

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Caden Turner

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Great point about state implications! I learned this the hard way too. What made it even more complicated for me was that I moved states between filing my original 2021 return and realizing I needed to amend. I had to figure out which state had the right to tax the amended income - the state where I lived when I earned it, or where I lived when I filed the original return. Turns out it was both in my case since I had income in multiple states. Had to amend returns in two different states with completely different deadlines and forms. Definitely recommend checking with a tax professional if you have any multi-state complications, because the rules get really messy really fast.

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Luca Romano

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This has been such a helpful thread! I'm dealing with a 2021 amendment myself and had no idea about so many of these details. One thing I wanted to add that might help others - if you're amending because you forgot to claim the Recovery Rebate Credit (for missing stimulus payments), that's actually pretty straightforward and usually processes faster than other types of amendments. I filed mine in March and got my refund in about 10 weeks, which was much quicker than the 12-16 weeks everyone talks about. The IRS seems to have streamlined processing for these since so many people missed claiming their stimulus money on their original returns. Also, for anyone worried about making mistakes on the 1040-X form - the instructions are actually pretty clear if you read them carefully. The key is being very specific in Part III about what you're changing and why. Don't just say "correcting income" - explain exactly what income you're adding/removing and reference the specific line numbers from your original return.

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Thanks for sharing your experience with the Recovery Rebate Credit amendment! That's really encouraging to hear it processed so quickly. I'm actually in the exact same situation - I think I missed claiming one of the stimulus payments on my 2021 return and just realized it a few weeks ago. Did you have to provide any special documentation when you filed your 1040-X for the stimulus credit, or was it pretty straightforward? I'm trying to figure out if I need to dig up old records or if the IRS already has that information on file. Also, did you file electronically or mail it in? I've heard mixed things about whether amendments can be e-filed. Your point about being specific in Part III is really helpful too. I was planning to just write something generic, but it sounds like the more detail the better for processing speed.

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Jenna Sloan

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I'm dealing with a similar situation right now and wanted to share what my tax preparer told me. Since you haven't lived in the house for 5+ years, you won't qualify for the primary residence exclusion, but don't panic about the documentation issue. The IRS has specific guidelines for "adequate records" and they recognize that homeowners don't always keep perfect documentation. Here's what my CPA suggested as a systematic approach: **Start with what you definitely have:** - Any financing records (mortgages, home equity loans, credit lines used for improvements) - Photos with timestamps from your phone or social media - Any permits you can find through your city/county records **Then reconstruct methodically:** - Create a timeline of all improvements by year - Search all email accounts for contractor communications - Check bank/credit statements for large purchases at home improvement stores - Look for any insurance claims or policy updates related to the improvements **For valuation:** - Use cost estimation tools like RSMeans or local contractor websites to establish reasonable market rates for the work done in those specific years - Your sister might have better records since she stayed in the house - definitely coordinate with her The key is showing good faith effort to reconstruct accurate records. The IRS allows reasonable estimates when original documentation is lost, as long as you can support your numbers with some form of evidence. Don't let the fear of imperfect records stop you from claiming legitimate improvements that significantly increase your basis.

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This is exactly the kind of systematic approach I needed to hear! I've been feeling overwhelmed trying to figure out where to even start, but breaking it down into these categories makes it feel much more manageable. You're absolutely right about coordinating with my sister - she might have kept better records since she stayed in the house and handled all the day-to-day stuff. I'm going to call her tonight and see what documentation she might have saved. The timeline approach is brilliant too. I think if I go year by year and try to remember what major projects we tackled when, I can probably reconstruct a pretty accurate picture. We were pretty methodical about doing one big project each year, so that should help with the organization. Thanks for mentioning the good faith effort standard - that takes a lot of pressure off trying to find "perfect" documentation that probably doesn't exist anyway.

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AstroAlpha

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As someone who went through a similar situation with capital gains and missing receipts, I want to emphasize that you're not stuck with a massive tax bill! The key is being thorough and systematic in reconstructing your records. Here's my recommended action plan based on what worked for me: **Immediate steps:** - Contact your sister ASAP to coordinate - she may have kept records you forgot about since she handled the house after you moved - Pull all bank and credit card statements from 2013-2018 and highlight every home improvement expense - Search ALL your email accounts using keywords like "contractor," "renovation," "quote," "invoice," "Home Depot," etc. **Documentation goldmines people often overlook:** - Your county's permit database (usually searchable online by address) - Property tax assessment records showing value increases after improvements - Homeowner's insurance policy updates reflecting increased coverage - Social media posts with dated photos of renovation progress - Text message archives if you backed up your phone **For the major projects you mentioned:** - Kitchen renovation (2016): Check for any home improvement loans, appliance purchase records, or contractor communications - Roof replacement: This almost certainly required a permit - check county records - Windows: Energy efficiency rebates from utility companies sometimes have records - Bathroom renovations: Plumbing permits are common for full bathroom remodels The IRS accepts "reasonable reconstruction" when original records are unavailable. Create a detailed spreadsheet with your best estimates supported by whatever evidence you can gather. Even if you can only document 70-80% of your actual improvements, that could still save you thousands in capital gains taxes. Don't give up - you have more documentation than you think!

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Olivia Evans

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This is such a comprehensive action plan - thank you! I'm printing this out to use as my checklist. The point about social media posts is particularly clever - I definitely posted photos of our kitchen renovation on Instagram when we were proud of the progress. Those would have timestamps and could show the scope of work. One question about the "reasonable reconstruction" standard - when you created your detailed spreadsheet with estimates, did you use current prices or try to find historical pricing from when the work was actually done? I'm wondering if I should be looking up what kitchen renovations cost in 2016 versus what they cost now, since inflation has been pretty significant. Also, did your tax preparer give you any guidance on how conservative versus aggressive to be with the estimates? I want to claim everything I legitimately spent but don't want to raise red flags either.

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Cynthia Love

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I'm curious about the piece of land you received as part of the settlement. That's considered a non-cash payment and you'll have a tax basis in that land equal to its fair market value at the time of the settlement. Did your accountant mention how to handle that part?

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I had something similar with a land swap after a boundary dispute. My tax guy said I needed to get an actual appraisal of the land's value at the time I received it to establish the basis. Cost me about $400 for the appraisal but worth it for the documentation.

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Andre Dubois

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Your accountant may be oversimplifying this. Property damage settlements have specific tax rules that depend on several factors. The key question is whether the settlement exceeds your "adjusted basis" in the damaged property (trees and land). For the trees specifically, if they were mature trees that had been growing for years, they likely had significant value that should be part of your property's basis. The IRS generally treats compensation for destroyed timber/trees as a return of capital up to your basis, not taxable income. Given that your settlement specified $8k for "diminished property value" as mentioned in your comment, that portion should definitely reduce your basis rather than being taxable income. I'd strongly recommend getting a second opinion from a tax professional who specializes in property damage settlements, because it sounds like your current accountant might not be familiar with these specific rules. Also consider getting documentation of the trees' value before destruction - this could significantly increase your basis and reduce any potential tax liability.

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This is really helpful advice! I'm wondering though - how do you go about documenting the value of trees that were destroyed? We didn't have any appraisals done beforehand obviously, and some of these trees were probably 50+ years old. Is there a way to retroactively establish their value for tax basis purposes? Also, when you mention getting a second opinion from someone who specializes in property damage settlements, do you have any suggestions on how to find that type of specialist? I'm worried our regular accountant just isn't equipped to handle this specific situation.

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