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I went through something very similar when I switched jobs mid-year and my new employer somehow set up my withholding incorrectly. The good news is that with 2 kids under 10, you have some solid tax credits working in your favor. The Child Tax Credit alone could give you up to $4,000 ($2,000 per child), and depending on your income level, a significant portion of that can be refundable even if you paid zero in withholding. The Earned Income Tax Credit could also apply if your income falls within certain ranges - with 2 qualifying children, this can be worth thousands more. Your health issues might also qualify you to file as Head of Household, which has better tax brackets and a higher standard deduction. I'd definitely recommend running your numbers through some tax software to get a realistic picture, but don't panic - families with dependents often come out better than they expect, even with withholding issues.
This is really reassuring to hear from someone who's been through it! I'm definitely going to look into the Head of Household filing status - I hadn't even considered that might apply to my situation. The potential refund amounts you mentioned sound way better than I was expecting. Do you remember roughly what income range qualifies for the full Earned Income Tax Credit with 2 kids? I want to get a better sense of where I might fall.
The EITC income limits for 2023 (filing in 2024) with 2 qualifying children are pretty generous - you can earn up to about $50,594 if filing single or $56,844 if married filing jointly and still get some credit. The maximum EITC with 2 kids is $6,164, which phases out as your income increases. Combined with the Child Tax Credit, you could potentially see a substantial refund even with zero withholding. Just make sure your kids meet the qualifying child requirements (age, relationship, residency tests) and that they have valid Social Security Numbers. Also, definitely fix your W-4 going forward to avoid potential underpayment penalties next year. Your situation with health issues and being the primary caregiver for 2 young kids sounds like it would qualify you for Head of Household status, which would give you even better tax treatment.
This is exactly the kind of detailed breakdown I was hoping to find! The EITC income limits you mentioned are really helpful - it sounds like there's a decent chance I could qualify for at least some of that credit based on my current income situation. I'm definitely going to look into the Head of Household status too since I am the primary caregiver. One quick question - when you mention "underpayment penalties," is that something that would apply to this tax year since I've already had no withholding for most of it, or is it more about making sure I fix things going forward? I'm trying to figure out if I should be worried about penalties on top of whatever I might owe.
I was in your exact position last year! Went with forming my own business (LLC taxed as S-Corp) rather than taking the 1099 contractor role and the tax savings have been significant. Two HUGE things to know: 1) Health insurance - as an S-Corp owner, you can have your business pay for your health insurance (it's deductible for the business) but you have to report it as income on your W-2. Still better than paying with post-tax dollars! 2) Home office deduction is a PAIN to calculate but worth it. If you go S-Corp route you need to have an "accountable plan" to reimburse yourself for the home office. Making estimated quarterly tax payments is annoying but once you get systems in place its not too bad. Good luck!
Im considering the same but worried about all the extra paperwork. How much extra time do you spend on admin/accounting stuff each month compared to when you were an employee?
Great question! I faced a similar decision two years ago and went with the small business route. Here's what I learned that might help: The $20k income difference you're projecting might actually be smaller when you factor in taxes. As a 1099 contractor at $85k, you'd pay self-employment tax on the full amount. With your own business, you have more flexibility with business expenses that can reduce your taxable income. One major consideration: client diversification. That $85k contract sounds great until it ends. I started my freelance business at $68k first year but by year two I was at $95k with multiple clients. The security of diverse income streams has been worth more than the initial pay cut. Don't forget about business credit building - having your own business lets you establish business credit separate from personal, which can be valuable for future growth and equipment purchases. My recommendation: if you're confident in your marketing skills and have some initial clients lined up, the business route gives you more long-term upside and tax flexibility. The 1099 role could be a good stepping stone to build skills and save up before launching your own thing.
This is really valuable perspective! The client diversification point is huge - I hadn't fully considered how risky it could be to have 100% of my income from one source. Quick question: when you say you have more flexibility with business expenses to reduce taxable income, are there specific expenses that work better with your own business vs 1099 contracting? I'm trying to understand if the deductions are actually different or if it's more about having better documentation/justification for expenses when you have multiple clients.
I just went through this exact situation last year. Here's what I'd recommend: 1. File the 1120-S for your S-Corp (due March 15) 2. Report the expenses as business losses 3. Those losses will flow through to your personal return via K-1 4. For affordable filing, check out TaxHawk - I paid about $45 for my S-Corp return One other thing to consider - since you never actually did business, you might want to formally dissolve the S-Corp to avoid ongoing filing requirements and fees in future years. Otherwise, you'll need to file annual reports with your state and tax returns every year even if the business remains dormant.
I'm dealing with a very similar situation right now! Started an LLC in late 2024 for what I thought would be a lucrative consulting opportunity, spent around $2,800 on setup costs, professional development, and travel to meet potential clients. Then the whole thing fell through when the client's budget got cut. One thing I learned that might help you - make sure you're documenting the business purpose for all those expenses, especially the travel. The IRS wants to see that you had a genuine profit motive, not just wishful thinking. Keep emails from the client, meeting notes, anything that shows you were pursuing legitimate business opportunities. Also, definitely don't skip filing just because you didn't make money. Those losses can actually be really valuable for reducing your overall tax burden. I know the business tax software is expensive, but think of it as an investment that could save you hundreds or even thousands on your tax bill through those loss deductions. Have you considered whether you want to keep the S-Corp active for next year, or would it make more sense to dissolve it if the business opportunities don't materialize?
Has anyone had luck with state efiling for prior years? I know the IRS doesn't allow it, but I'm wondering if some states might have different rules? I'm in California if that matters.
California FTB (Franchise Tax Board) has the same rules as the IRS - prior year returns need to be paper filed. I tried to efile a 2021 return last month and had to mail it in. Most states follow similar protocols to the federal system.
I went through this exact same situation last year! Unfortunately, as others have mentioned, you really can't efile prior year returns through any service - it's just not allowed by the IRS regardless of who prepares them. What I ended up doing was printing my completed TurboTax returns and sending them via USPS Priority Mail with tracking. It actually wasn't as slow as I expected - my returns were processed within about 6-8 weeks, which is pretty standard for paper filing. One tip that helped me: I called the IRS processing center for my area about 3 weeks after mailing to confirm they received my returns. You can find the right number on the IRS website based on where you're mailing your returns. It gave me peace of mind knowing they actually got them and were in the system. The certified mail route that Connor mentioned is also a good option if you want extra proof of delivery, though it does cost a bit more than regular Priority Mail.
That's really helpful to know about the 6-8 week processing time! I was expecting it to take much longer based on horror stories I've read online. Did you have any issues with your returns or did they process smoothly? I'm also wondering - when you called to confirm they received your returns, did they give you any kind of reference number or just confirm they were in the system?
Paolo Longo
The IRS Authentication Protocol for in-person verification requires biographic verification (your ID) and residential verification (proof of address). The standard procedure allows for documentation discrepancies if you can provide supplementary evidence. A utility bill, bank statement, or lease agreement with your current address should suffice as secondary verification. The verification threshold is typically met with two concordant documents, even if your primary ID shows a different address.
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Mei Chen
I went through this exact situation in January 2024! My driver's license showed my old college address but I filed my return with my current work address. The verification agent was completely understanding - they see this all the time, especially with young professionals who move frequently. I brought my lease agreement, two utility bills, and a bank statement all showing my current address. The agent barely blinked at the mismatch and said "happens every day." The whole appointment took maybe 20 minutes. One tip: organize your documents beforehand in a folder - it shows you're prepared and makes the process smoother. Don't stress about this, you'll be fine!
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Giovanni Gallo
ā¢This is exactly what I needed to hear! I'm in a very similar situation - my license still shows my parents' address from when I was in college, but I've been living and working in a different city for about 8 months now. I was getting really anxious about whether this would cause problems, especially since my tax situation is time-sensitive like yours. Your tip about organizing documents in a folder is great - I'll definitely do that. Did they ask you any specific questions about why you hadn't updated your license address yet, or did they just accept the supplementary documentation without much discussion?
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