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Another option to consider is switching your LLC tax election to S Corporation status if your business is earning enough profit. With an S Corp, you can pay yourself a reasonable salary (which requires W2s and payroll taxes) and then take additional distributions that aren't subject to self-employment tax. Saved me about $8,500 in self-employment taxes last year on my $125,000 in business profit.
That's interesting - I've heard about this S Corp approach before. At what income level does it generally make sense to make that switch? I'm currently making around $85,000 in profit annually.
The general rule of thumb I've heard from tax professionals is that S Corp election starts making sense financially when your net profit is consistently above $60,000-80,000. At your $85,000 profit level, it could definitely be worth exploring. The main consideration is balancing the additional costs (more complex tax filing, payroll processing, etc.) against the self-employment tax savings. You also need to pay yourself a "reasonable salary" which the IRS expects to be in line with industry standards for your role. The remaining profit can then be taken as distributions without self-employment tax.
Don't forget that as a single-member LLC taxed as a sole proprietorship, you should be making quarterly estimated tax payments! When I first started, I didn't realize this and got hit with underpayment penalties. Since you don't have taxes withheld from a W2 like a C Corp owner would, you have to handle this yourself.
You might want to look into a Flexible Spending Account (FSA) or Health Savings Account (HSA) if your employer offers them. These let you set aside pre-tax dollars for medical expenses, which could include those modifications. Won't help with what you've already spent, but might be useful going forward for maintenance and future medical costs.
Thanks for bringing up FSA/HSA options - I do have an HSA but haven't been maxing it out. Does anyone know if wheelchair van modifications would qualify for HSA funds? And would this approach be better than trying to claim them as itemized deductions?
Yes, the van modifications would generally qualify for HSA funds since they're considered medical expenses. The advantage of using HSA funds is that you get the tax benefit regardless of whether you itemize deductions or not, and you don't have to meet that 7.5% of AGI threshold that applies to itemized medical deductions. If you have the option, using HSA funds is almost always more advantageous than claiming itemized deductions for the same expenses. The HSA gives you triple tax benefits: tax-free contributions, tax-free growth, and tax-free withdrawals for qualified medical expenses.
My son has cerebral palsy and we went thru this exact situation in 2022. We ended up being able to deduct about $23k for all the modifications, but not the van itself (which was another $42k). Make sure you get VERY detailed invoices that break out every single component of the modifications. Our accountant said that's super important for documentation if you ever get audited.
Totally agree about detailed invoices! We did something similar for my mom, and the modification company just gave us one lump sum initially. We had to go back and ask for an itemized breakdown of every component. Made a huge difference when filing.
That's a great point! Our modification company was pretty good about providing details, but I still had to ask for clarification on a few items. The more specific the better - like having separate line items for the ramp mechanism, the door widening, the specialized restraint system, etc. Our accountant even suggested taking photos of all the modifications as additional documentation.
I'm a bit confused about something - when calculating the $10,000 threshold for FBAR filing, do we look at the total value of all foreign accounts combined, or does any single account need to exceed $10,000? I have several small accounts in my home country that individually stay under $10K but combined might go over.
It's the combined total of all your foreign financial accounts at any point during the year. So if the aggregate (combined) maximum value of all your foreign accounts exceeded $10,000 at any time during the calendar year, you need to file an FBAR - even if no single account ever exceeded $10,000. For example, if you have three foreign accounts with maximum balances of $4,000, $3,000, and $4,000 during the year, your aggregate maximum would be $11,000, triggering the FBAR filing requirement. The key is to look at when all accounts were at their highest, even if that happened on different days.
Quick tip from someone who's dealt with delinquent FBARs before - when you file late, make sure you keep records of WHEN you filed the late FBAR. Take screenshots of your submission confirmation and save the confirmation email/number. I had an issue where the IRS claimed they never received my late filing, but I had all the proof of submission with dates and times. Saved me from potential penalties. Just a suggestion for the original poster!
That's actually super helpful advice! I wouldn't have thought to document everything like that. Will definitely save all confirmation emails and screenshots when I submit. Did you mail your FBAR or file electronically? I'm assuming electronic is better for creating that paper trail?
Definitely file electronically - it's the only option now anyway. The FinCEN BSA e-filing system will give you a confirmation receipt with a BSA Identifier number immediately after submission. Save that PDF confirmation right away and also take screenshots of the successful submission page. Electronic filing creates a much better trail than paper ever did, plus it processes much faster. Just make absolutely sure all your information is accurate before submitting, especially account numbers. Simple mistakes can cause headaches later.
One option nobody mentioned yet - you could also try contacting the Social Security Administration for wage information. They sometimes have records that can help when a company has gone out of business. Their website has a "Request for Social Security Statement" that shows your earnings history. Another thing to consider is if you have your final pay stub from each year. Those often have year-to-date totals that would match your W-2 information. Might be worth checking old emails or bank statements to piece together the information.
I never thought about the Social Security angle! Do they provide the same level of detail as the IRS transcripts would? I don't have my final pay stubs unfortunately - learned my lesson about keeping those records now.
The SSA records won't have the same level of detail as IRS transcripts. They typically just show your earnings that were reported for Social Security purposes, but not tax withholding amounts. IRS wage and income transcripts are definitely more comprehensive for tax filing purposes. If you've already accessed your IRS transcripts, those are your best resource. The Social Security option is more of a backup if you couldn't get the IRS information for some reason.
Has anyone used FreeTaxUSA for prior year returns? I'm in the same boat for 2021 (company closed during pandemic) and wondering if their prior year filing is any good?
I used FreeTaxUSA for 2020 and 2021 returns that I filed late. It was actually really good for prior years - each year costs around $15 for federal (state is extra). The interface for entering W-2 info from transcripts was straightforward, and they have decent support if you get stuck.
Paloma Clark
Have you checked if your employer is applying the correct filing status in the payroll system? I had an issue where HR had me in the system as "Married Filing Jointly" even though my W-4 clearly said "Head of Household." That caused major underwithholding. Another thing to check - did your employer apply a "tax exempt" status by mistake when transitioning systems? That would explain zero withholding. Also, you might want to file a Form 843 (Claim for Refund and Request for Abatement) with the IRS if you end up with penalties. I did this when my employer's error caused me to be underwithheld, and the IRS waived my penalties since it wasn't my fault. Just make sure you document everything!
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Elin Robinson
ā¢I checked with HR specifically about the filing status and they confirmed it shows HOH in the system. But the tax exempt thing is interesting - I hadn't thought of that! I'll definitely ask if something got checked wrong during the transition. Thanks for the Form 843 tip. I'm definitely keeping copies of all my emails with HR and the responses from the payroll companies as documentation. Did you need any specific documentation from your employer when you filed that form?
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Paloma Clark
ā¢For the Form 843, I included copies of my W-4 showing the correct information, emails with HR where they acknowledged the error, and a short statement explaining the situation. The key is proving it was the employer's error, not yours. The most helpful document was a letter from my HR department acknowledging the mistake in their system. If your employer is cooperative, ask for something similar - a simple statement confirming there was a system error in the payroll transition that affected your withholding despite your W-4 being filled out correctly. That carries a lot of weight with the IRS.
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Heather Tyson
Don't freak out too much about owing a lot - with HOH status and one dependent, your tax liability might not be as high as you think. I earn about $57k and usually owe around $3,500 total for federal taxes after the standard deduction and child tax credit. You might also qualify for the Earned Income Credit depending on your dependent's age. Check the IRS withholding calculator at irs.gov to get a more accurate estimate of what you'll owe based on your specific situation. Have you thought about making estimated tax payments directly to the IRS to catch up? You can do it online through IRS Direct Pay. That way you don't have to wait for your employer to fix their systems.
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Raul Neal
ā¢The Earned Income Credit suggestion is good, but be careful - at $59k for HOH, you're probably over the income limit unless your dependent is qualifying for the child tax credit. For 2024 taxes (filing in 2025), the EITC income limit for HOH with one qualifying child is around $53k.
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Elin Robinson
ā¢Thank you! I hadn't thought about making estimated payments directly - that's a great idea to handle this myself rather than relying on the employer fix. I'm going to check out the IRS calculator today to see exactly where I stand. And yeah, I'm probably just over the limit for EITC based on what the other commenter said, but I should still get the child tax credit which will help. My daughter is 12 so she definitely qualifies.
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