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Ask the community...

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Yuki Tanaka

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One option nobody's mentioned is to just redesignate that transfer retroactively. I'm also an S-Corp owner and my accountant told me I can document that initial transfer as a "shareholder advance" that will be counted toward my reasonable salary when I run payroll. Basically, you're pre-paying yourself, and when you run payroll, you just need to account for taxes and issue yourself a smaller net paycheck since you've already received most of the money. Just make sure your payroll service knows how to handle this correctly, and you'll need good documentation. I do this regularly - take money when I need it, then formalize it through payroll later.

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Is this really legit though? Don't you have to run actual payroll with proper tax withholdings at the time you take the money? I've been stressing about making sure everything is by-the-book with my new S-Corp.

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Yuki Tanaka

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This is absolutely legitimate as long as you properly document and account for everything. When you run payroll, you'll calculate the full gross salary amount, withhold all required taxes, and then reduce the net check by the amount you already advanced yourself. For example, if your reasonable salary is $5,000 monthly and you already took $3,000 as an advance, when you run payroll, you'll still calculate taxes on the full $5,000, but the net check would only be around $2,000 (minus the taxes on the full amount). This ensures all proper employment taxes are paid on your full reasonable compensation. Just make sure your payroll system can handle this "adjustment" or "reimbursement" properly.

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Klaus Schmidt

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My CPA told me this isn't actually as big a deal as people make it out to be for a new S-Corp with only a few months of operation. As long as you establish a reasonable salary before the end of the tax year and properly document everything, minor sequence mistakes in your first year typically won't trigger an audit. The reasonable compensation test is primarily looking at the entire tax year picture, not whether you took a specific distribution a few weeks before establishing payroll. Just don't make it a habit going forward!

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Aisha Patel

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Agreed! I did something similar my first year and my accountant just had me document everything carefully. The important thing is the year-end picture looks right. S-Corps get in trouble when they take massive distributions and tiny salaries over the course of entire years, not when they make minor timing errors while learning the ropes.

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Tax Preparer charged $390 for service but completely missed the Roth IRA married filing separately limitation

I've been married for seven years and we've always filed our taxes separately. We also put aside money each year to max out our Roth IRA contributions. In January, thanks to trying TaxSlayer for the first time, I discovered something shocking - if you're married filing separately, you can't contribute to a Roth IRA if you make more than $10,000 annually. In all these years of being married, between my previous accountant, TurboTax's premium service, and TaxSlayer, only the latter ever flagged this issue. For seven years, we filed separately and thought everything was fine - no one ever mentioned this limitation. In February 2025, my employer's W2 portal had a security breach that lasted nearly a month, forcing me to file for an extension until October. During this time, we researched how to handle the Roth IRA issue and decided to consult with a professional in person. In September, we visited a Jackson Hewitt office to get my 2024 taxes filed and discuss amending previous returns to "married filing jointly." The preparer, Dave, seemed knowledgeable about our situation and appeared confident he could help. We scheduled a follow-up appointment to resolve everything. When we returned with our documentation and explained the Roth IRA contribution issue, we realized Dave didn't understand the rule about Roth IRA contribution limits for married filing separately. A few days later, he emailed saying amendments "wouldn't be beneficial" and completely missed the point about why we needed to amend. Since the October deadline was approaching and he had all our documents, I reluctantly had him complete just my 2024 return. Yesterday, I went in to finalize everything. During the review, Dave forgot I had worked three days in Colorado in 2024, which resulted in an additional W2 and state tax obligation. I had to remind him because I wanted to ensure I wasn't missing any obligations. When it came time to pay, he said they were charging $390. I don't make a huge income, but because of various 1099s and W2s from investments and side work, that's what they charged. I explained that when I used TurboTax with professional review the previous years, it cost around $135 each time. His response was "well this time you had an expert prepare everything for you." Since it's October 12th, I just paid the $390 for something I probably could've done myself for $135. I ended up with a refund of $140, owing $210 in state taxes, and being charged $390 for the service... and Dave still didn't address the original Roth IRA issue. I'm frustrated and still worried about the potential problems with those previous years' contributions.

Paolo Romano

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In my experience as someone who's worked in tax prep before, I can tell you that many tax preparers at the chain locations are seasonal employees who've taken a basic tax course. They're trained to handle common scenarios but often miss specialized rules like the married filing separately Roth IRA limitation. If you're dealing with something like retirement account contribution issues, you really need either a CPA or an Enrolled Agent who specializes in that area. The difference in knowledge and expertise is huge. For fixing your previous years, I'd recommend: 1) Determine which tax years you need to address (generally the last 3 years can be amended) 2) Calculate the excess contributions for each year 3) Contact your IRA custodian about removing excess contributions 4) File Form 5329 for each year to report the excess contributions 5) Consider whether filing amended returns to change from MFS to MFJ makes sense

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This is really helpful, thank you! Do you think it's better to amend the returns to married filing jointly or just remove the excess contributions? We've been filing separately because my spouse has an income-based student loan repayment plan, so filing jointly would increase those payments. But maybe the Roth IRA penalties would be worse?

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Paolo Romano

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Whether to amend to MFJ or remove excess contributions depends on your complete financial picture. You need to calculate both scenarios to see which costs less overall. For the student loan consideration, calculate how much the income-based payments would increase if filing jointly versus the cost of Roth IRA penalties (6% per year on excess contributions) plus any potential tax benefits lost by filing separately. Sometimes it's cheaper to pay higher student loan payments for a year than pay IRS penalties and miss out on tax credits only available to joint filers. This is definitely a situation where running the numbers both ways is essential before deciding.

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Amina Diop

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Has anyone actually received a penalty notice from the IRS specifically for excess Roth contributions while married filing separately? I've been doing this for 3 years not knowing about the limit, and now I'm worried but haven't received any notices.

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Yes, I got hit with this exact situation last year. The IRS sent me a CP2000 notice about unreported income, and during that review, they flagged my Roth contributions while I was MFS with income over $10k. Ended up with penalties for 3 years of contributions plus interest. It was a mess to clean up, so I recommend being proactive before they find it.

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Ian Armstrong

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22 A lot of insurance agents don't fully understand the tax implications of their products. When I surrendered my policy, the agent told me "you might have to pay taxes on it" but couldn't explain how much would be taxable. Quick rule of thumb: you pay taxes on (what you get) minus (what you put in). The insurance company should send you a 1099-R form that will show the taxable amount, but it's good to understand how it's calculated so you can verify it's correct. Sometimes insurance companies make mistakes too.

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Ian Armstrong

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10 Is there any way to reduce the tax hit? I'm thinking about surrendering a policy but worried about having to pay a lot in taxes. Can I roll it over into something else tax-free?

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Ian Armstrong

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22 Yes, you have a couple options to potentially reduce or defer the tax impact. If your policy qualifies, you could do what's called a 1035 exchange into an annuity or another life insurance policy. This allows you to transfer the cash value without triggering immediate taxation. Another option is to see if your policy allows for partial surrenders over multiple tax years instead of taking all the money at once. This can spread the tax liability across different years and potentially keep you in a lower tax bracket. Just be aware that each partial surrender can affect your overall basis calculation in complex ways.

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Ian Armstrong

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15 Has anyone ever dealt with surrender fees when cancelling a whole life policy? I'm in a similar situation but my policy shows I'll lose about 12% of the value to surrender charges. Wondering if those fees are tax deductible since they reduce what I actually receive.

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Ian Armstrong

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9 Unfortunately, surrender fees typically aren't tax deductible. They're just considered a reduction in your proceeds. So if your surrender value is $5,000 but you only get $4,400 after surrender charges, you'll only pay taxes on the gain based on the $4,400 you actually receive (minus your basis).

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Jace Caspullo

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Does anyone know if TurboTax lets you track both your federal and state refunds in one place? I filed through them last year but had to use separate websites to check my refund statuses. Just wanting to know before I submit this year.

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Melody Miles

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TurboTax does show the status of your federal refund in your account dashboard. For state refunds, it depends on which state you're in. Some states are integrated in the TurboTax tracking system, but for others, you'll still need to go to your state's tax department website to check. I'm in Texas so no state income tax to worry about, but when I lived in Illinois I had to check separately.

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Jace Caspullo

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Thanks for the info! I'm in Michigan so I'll probably need to check separately. Was hoping they'd improved the tracking system since last year. I'll still use TurboTax since I'm familiar with it, but wish they'd make this part easier.

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Is the free version of TurboTax actually free or do they make you upgrade halfway through? I've been using FreeTaxUSA but considering switching this year.

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Eva St. Cyr

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In my experience, TurboTax "Free Edition" usually tries to upsell you if you have anything beyond the most basic return. If you have any deductions, credits, self-employment income, etc., they'll tell you that you need to upgrade to Deluxe or higher. I switched to FreeTaxUSA a couple years ago and haven't looked back - much more straightforward pricing.

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How to file taxes as Self-employed for tax purposes with foreign mission income

I'm really confused about how to handle my tax situation and hoping someone can point me in the right direction. I still haven't filed my 2023 taxes. Last year I worked at a foreign mission, and since I'm a citizen of that country, I don't have to pay income tax. But I still need to pay self-employment tax (social security + medicare). The mission couldn't withhold any taxes, so I had to make quarterly estimated tax payments, which I did on time. My employer gave me something similar to a W-2 showing my final taxable earnings. Looking at those numbers, I think I actually paid the correct amount or maybe even overpaid slightly. Someone told me I should file a 1040 and Schedule SE, but whenever I try to fill out the SE form, I get completely lost. I probably need to file paper forms since I'm late and because tax software doesn't seem to handle this situation well (the only workaround seems to be zeroing out the income on the 1040). A couple years ago I filed with Schedule C which I think was wrong since I don't actually have a business. I'm hesitant to pay for an accountant since I'm not expecting a refund, and this should be relatively straightforward. I've tried asking at free tax clinics, but nobody seems to know how to handle this situation. Since I already paid my estimated taxes, could I just skip filing altogether? I don't work at the mission anymore, so going forward I'll have regular W-2 income that any tax software can handle (I have no assets and no deductions). Does anyone know how I can properly complete this on paper? Any help would be super appreciated!

Anna Stewart

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Wait, so if you work for a foreign mission but are a US citizen, do you have to follow the same process? My situation is different because I do owe income tax as a US citizen, but my employer doesn't withhold anything. Been doing quarterly payments but not sure if I file Schedule C or just regular W-2 income or what?

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Aaliyah Reed

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As a US citizen working for a foreign mission, your situation is actually a bit different. You DO owe both income tax and self-employment tax since US citizens are taxed on worldwide income. You wouldn't use Schedule C because you're an employee, not a business owner. Instead, you'd report your income on Line 1 of Form 1040 as wages, then complete Schedule SE to calculate your self-employment tax obligation. Make sure you're getting credit for those quarterly payments by reporting them on your return. And keep good records of everything because this situation often triggers questions from the IRS simply because it's less common.

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Anna Stewart

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Thanks for clearing that up! So basically treat it like regular wage income on the 1040, but also file Schedule SE for the self-employment portion? And I assume my quarterly payments go on the 1040-ES line? Do I need any special statement or form since my employer gave me their country's version of income documentation rather than a W-2?

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Layla Sanders

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I'm really late to this conversation, but I just wanted to say THANK YOU to everyone who contributed. I have this exact situation (working for foreign mission, exempt from income tax but not SE tax) and have been stressing about it for months. I ended up using the advice here about filing Form 1040 with an attached statement explaining the treaty exemption, along with Schedule SE. Filed it all last week and just got confirmation that it was accepted! One tip for anyone else in this situation: I called the Taxpayer Advocate Service and they were actually really helpful. They couldn't give specific tax advice but did confirm this was the correct approach and pointed me to the exact IRS publications that cover this scenario.

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Do you mind sharing which publications they recommended? I'm in a similar situation but working for an international organization rather than a foreign mission, and I'm trying to understand if the rules are the same.

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Layla Sanders

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They pointed me to Publication 519 (U.S. Tax Guide for Aliens) which has a section on employees of foreign governments and international organizations. Also Publication 54 (Tax Guide for U.S. Citizens and Resident Aliens Abroad) had some relevant information. For international organizations, the rules are very similar but depend on whether your organization has specific tax privileges under International Organizations Immunities Act. The key thing is that while you might be exempt from income tax, you typically still owe self-employment tax unless covered by a totalization agreement with your home country.

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