IRS

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If I could give 10 stars I would If I could give 10 stars I would Such an amazing service so needed during the times when EDD almost never picks up Claimyr gets me on the phone with EDD every time without fail faster. A much needed service without Claimyr I would have never received the payment I needed to support me during my postpartum recovery. Thank you so much Claimyr!


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An incredibly helpful service! Got me connected to a CA EDD agent without major hassle (outside of EDD's agents dropping calls – which Claimyr has free protection for). If you need to file a new claim and can't do it online, pay the $ to Claimyr to get the process started. Absolutely worth it!


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Used this service a couple times now. Before I'd call 200 times in less than a weak frustrated as can be. But using claimyr with a couple hours of waiting i was on the line with an representative or on hold. Dropped a couple times but each reconnected not long after and was mission accomplished, thanks to Claimyr.


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Need advice for filing 3 years of unfiled tax returns - what's the best approach?

I'm in a bit of a mess with my taxes and could really use some guidance. I've got 3 years of unfiled tax returns that I need to catch up on, and I have no clue how to tackle this or what kind of penalties I might be facing for filing so late. I went through a rough patch in my life and even though I was working full time, I just never got around to filing my taxes. I've been using TurboTax since I was a teenager, but I'm not sure if that's the right approach for multiple unfiled years or if I should pay a tax professional around $250 to help me sort this out. If I wait until January, it'll be 4 years of taxes I need to file. I've kept all my W-2s showing my income and taxes withheld for each year. I also have all my bank and credit card statements if those are needed. My income has been increasing over the years - around $60k the first year, $75k the second, and $85k the third. This year (2024) I was making $85k for the first quarter, then had no income until early November when I started a job at $110k. I'm single with no dependents and I typically take the standard deduction. Would really appreciate any advice on how to handle this situation! Update: Thanks for all the feedback! After researching more and learning that paper returns could take about a year to process, I've decided to hire a professional who can e-file for me. I'm hoping I'll be owed refunds, and if so, I don't want to wait a year as I could really use the money now. Even if I end up owing, at least I'll know everything was done correctly, and it saves me the hassle of figuring out three years of returns myself.

Don't overthink this! I was in your exact situation (4 years unfiled) and just bit the bullet and used a CPA. Cost me $350 per year but was TOTALLY worth it. Found out I was due nearly $6800 in refunds across all years. The peace of mind knowing a professional handled everything correctly was priceless. Plus they can e-file the most recent 2 years which means faster refunds. Just make sure you find someone BEFORE the April deadline or they'll all be too busy with current year returns.

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Oliver Becker

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Did you have any issues with penalties even though you were owed refunds? And how long did the whole process take from when you first contacted the CPA to getting everything resolved?

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No penalties at all since I was due refunds! That's the good news about being owed money - the IRS doesn't penalize you for filing late when they owe YOU. They only charge penalties and interest when YOU owe THEM. The process took about 3 weeks total. First meeting was dropping off all my documents (W-2s, 1099s, etc.). About 10 days later they had all the returns prepared for me to review and sign. Filed electronically for the two most recent years, paper filed the older ones. Got my electronic refunds about 3 weeks after filing, and the paper filed ones took about 4 months. The whole thing was way less painful than the years I spent worrying about it!

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Omar Hassan

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Just an FYI - if you're using someone to help file back taxes, be careful about those "tax resolution" places with the big ads on radio/TV. I got quoted $3500 for basically the same service a local CPA did for $800. Those national chains are ripoffs for simple unfiled return situations like yours.

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This is so true! Those places prey on fear with their scary commercials about IRS collections. A regular tax preparer or CPA is totally sufficient for unfiled returns when you have all your documents.

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Oliver Becker

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Thank you for this warning! I've been hearing those commercials and they definitely play up the fear factor. I'll look for a local CPA instead of one of those national chains. Appreciate the advice!

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Amara Torres

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Just wanted to add that I'm a bookkeeper for several small businesses, and we accidentally made this exact mistake for one of our contractors last year. Box 1 on 1099-MISC is one of those things that's easy to mess up if you're not familiar with the forms. When our contractor contacted us, we were able to void the incorrect form and issue a proper 1099-NEC instead. Most accounting software makes this pretty easy to do. Definitely reach out to the client - if they're using any modern accounting system, it shouldn't be hard for them to fix.

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Drake

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That's good to hear! Their accounting department is pretty responsive usually, so hopefully they can fix it quickly. Is there a deadline for when they need to issue a corrected form?

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Amara Torres

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The company technically should issue a corrected form as soon as they discover an error, but there's no strict deadline for corrections like there is for the original forms. If you're filing your return before they send a correction, just make sure you report the income correctly on your Schedule C regardless of what box it appears in on the incorrect form. The important thing is that you're properly reporting all your income and paying the appropriate taxes on it.

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Has anyone used TurboTax to handle this kind of situation? I've got a similar problem with a misreported 1099 and I'm wondering if there's a specific way to note the discrepancy in the software.

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Mason Kaczka

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I used TurboTax last year with a wrong-box 1099 issue. You just enter the income correctly on your Schedule C as business income. There's no specific place to note the box discrepancy. TurboTax has you enter the total amount from each 1099, but the Schedule C is where you categorize everything properly. Never had an issue with the IRS questioning it.

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Thanks for the info! That makes me feel better about just going ahead with my filing. Seems like as long as we report the total income correctly, the specific box issues aren't a dealbreaker.

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Jason Brewer

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Just a heads up - don't forget to check if you qualify for bonus depreciation on the new laptop. For 2025, bonus depreciation is at 80% (it's been phasing down gradually). You can take 80% of the full $2,400 immediately and then depreciate the remaining 20% over the normal 5-year period. Or since it's a relatively small amount, Section 179 might be simpler since you can deduct the full $2,400 in year one if you want to. Just make sure your business has enough income to absorb the deduction.

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Grace Thomas

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Thanks for mentioning this! I was leaning toward Section 179 anyway since my business income is pretty healthy this year, but I wasn't aware that bonus depreciation was down to 80% now. Is there any advantage to using bonus depreciation instead of Section 179 in my situation?

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Jason Brewer

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Section 179 is probably your best bet in this case. The main difference is that Section 179 is optional on an asset-by-asset basis and limited by your business income, while bonus depreciation is automatic unless you elect out and doesn't have the same business income limitation. The other consideration is that if your business income is relatively small, a large Section 179 deduction could potentially create a loss, which might be limited. Bonus depreciation doesn't have that same restriction. But for a $2,400 laptop, Section 179 is usually the simplest approach unless you have other reasons to preserve income on your return.

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Quick real-world experience to add: I did exactly this last year and my accountant had me deduct the full purchase price of the new laptop ($2,300) and separately handle the disposition of the old one. We used Section 179 to expense the full amount in year one. Make sure you have good documentation showing both the full purchase price and the trade-in value clearly broken out. My first receipt just showed the net amount, and my accountant made me go back and get an itemized version showing both values separately.

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Liam Cortez

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Did your accountant have you fill out Form 4797 for the disposition of the old laptop? I'm using TurboTax and it's asking me to complete that form, but it seems complicated for just a laptop trade-in.

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I know you said you're not self-employed, but if you ever do any side work (even small gigs), you might qualify for partial home office deductions. I'm mainly a W-2 employee but I do some consulting on weekends, and I'm able to deduct a portion of my home office expenses against just that side income. Worth considering if you have any 1099 work at all.

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Jamal Wilson

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How do you calculate the right percentage to claim? Is it based on income split, hours worked, or something else?

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You calculate it based on the square footage of your office space divided by your total home square footage. So if your office is 100 square feet in a 1,000 square foot apartment, you'd get a 10% deduction of eligible expenses. It's not based on income or hours worked at all. The more complicated part is that you can only deduct expenses against your self-employment income. So if your freelance work only brings in $2,000 but your deductible home office expenses would be $3,000, you're limited to deducting $2,000. The calculation can get a bit tricky but most tax software walks you through it.

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Mei Lin

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Maybe check with your HR department? Some companies offer a home office stipend or reimbursement program for remote workers. My company gives us $500/year for home office equipment. Not a tax thing but better than nothing!

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Seconding this. My company reimburses up to $750 for home office furniture and tech. They switched to this model instead of maintaining physical offices. Definitely worth asking your employer about!

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Dyllan Nantx

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7 Quick tip from someone who's been filing with 1099 income for years: track EVERYTHING. Mileage to meet clients, internet bills, office supplies, software subscriptions, professional development courses, etc. I use a separate credit card for all business expenses to make it easier at tax time. And don't forget about quarterly estimated tax payments! The IRS expects you to pay taxes throughout the year when you're self-employed, not just at filing time. I learned this the hard way my first year and got hit with penalties.

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Dyllan Nantx

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16 Do you have a recommendation for tracking mileage? I sometimes drive to client sites and I'm terrible at remembering to log it.

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Dyllan Nantx

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7 I use MileIQ for tracking mileage - it runs in the background on your phone and automatically detects drives. You just swipe left for personal trips and right for business trips. Super easy and creates IRS-compliant records. For quarterly taxes, I set aside 30% of every payment I receive into a separate savings account. That usually covers both federal and state taxes, plus the self-employment tax. Then I make payments online through the IRS Direct Pay system every quarter.

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Dyllan Nantx

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2 One important thing nobody's mentioned yet - if you're making decent money on your 1099 work, consider setting up a Solo 401(k) or SEP IRA. You can contribute WAY more than regular employees can to a standard 401(k), which can significantly reduce your taxable income. I put about 20% of my 1099 income into my Solo 401(k) last year and it saved me thousands in taxes while building my retirement. You can open one at most major brokerages like Fidelity or Vanguard pretty easily.

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Dyllan Nantx

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11 This is great advice! Does the Solo 401k have the same contribution limits as a regular 401k? And can I still contribute to my Roth IRA too?

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