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Mateo Sanchez

Social Security Taxes with W2 and Self-Employment Income + Solo 401k Setup - Tax Implications

My brother lost his job earlier this year but received a pretty generous severance package that brought his W2 income to around $337,500 for the year. While he was getting his severance, he started an LLC back in July and has been doing some consulting work (corp-to-corp/1099) with expected earnings of about $168,750. He didn't make many estimated tax payments since most of the consulting income came in after August, and now I'm helping him figure out what he needs to pay for January estimated taxes and how to minimize his tax hit. Two issues I'm confused about: Issue #1: I know he already hit the Social Security limit with his W2 job ($160,200 for 2023). I understand he still owes the Medicare tax (1.45% x 2 for employee+employer portions) plus the 0.9% additional Medicare tax on his self-employment income since he's already over the $200k threshold from his W2 alone. But I'm not clear if he still owes the employer portion (6.2%) of Social Security on his self-employment income? The rules seem confusing since employers are supposed to pay as if they're the only employer, but individuals don't pay more than the maximum. Issue #2: We're looking at setting up a Solo 401k. He's over 50 and already put $15k into his employer's 401k (plus received $7.5k in matching). Since employer limits are PER employer, he could theoretically still contribute up to $73,500 to a Solo 401k, but he probably won't have enough 1099 income to max it out. For the employer contribution to a Solo 401k, I believe he can contribute 25% of gross business income minus his personal contributions and minus the employer half of self-employment tax. But this circles back to question #1 - is that employer half going to be just the 1.45% Medicare tax on $168,750, or the full 7.65% including Social Security? If I'm calculating correctly, his best move would be to contribute $15,000 as the employee portion (to max out at $30k total employee contributions across all plans) plus around $34-36k as the employer contribution, which would significantly reduce his taxable income. We're planning to hire a tax accountant for the actual filing, but need to handle some time-sensitive stuff before year-end like calculating January's estimated payment and setting up the Solo 401k with his employee contribution (the employer contribution can be made before the filing deadline next year). Any insights on these Social Security tax questions would be greatly appreciated!

You're on the right track with most of your thinking, but let me clarify a few things: For Question #1: Your brother doesn't have to pay the 6.2% employer portion of Social Security tax on his self-employment income because he already met the maximum Social Security tax withholding through his W2 job. The Social Security wage base limit ($160,200 for 2023) applies to the combined total of W2 wages and self-employment income. Since he already hit that limit with his W2 job, he's only responsible for: - The Medicare tax (2.9% total: 1.45% employee + 1.45% employer portions) - The 0.9% Additional Medicare Tax on income over $200,000 For Question #2: Your calculations are close! For the Solo 401k, he can make: 1. Employee contributions: $15,000 ($7,500 regular + $7,500 catch-up since he's over 50), which would max out his total employee contributions at $30,000 across all plans 2. Employer contributions: Up to 25% of net self-employment income after deducting the employer portion of self-employment tax and his employee contributions Since he only needs to pay the Medicare portion of self-employment tax (not Social Security), his net self-employment income calculation would use just the 1.45% Medicare tax rather than the full 7.65%. This means he can contribute more as the employer portion. Your overall strategy is solid - maximizing retirement contributions is a great way to reduce his tax burden while catching up on retirement savings.

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Thank you so much for the clarification! So if I understand correctly, for the employer contribution calculation, we'd use: $168,750 (gross SE income) - 1.45% of $168,750 (employer Medicare tax) - $15,000 (employee contribution) = Net SE income, and then take 25% of that? Also, just to double check - when I file his estimated taxes for January, I should only include the Medicare taxes (2.9% total) plus the additional 0.9% Medicare tax on his self-employment income, right? No Social Security tax since he already maxed that out with the W2 job?

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That's almost right for the employer contribution calculation. You'll need to use a slightly adjusted formula because of how self-employment taxes work. First calculate net earnings by taking gross SE income ($168,750) multiplied by 92.35% (this accounts for the employer portion of SE tax). This gives you about $155,841. Then subtract the $15,000 employee contribution, leaving $140,841. You can contribute up to 25% of that amount, which would be around $35,210. Yes, for his estimated taxes, you're exactly right. He'll only need to include the Medicare taxes (2.9% total) plus the 0.9% Additional Medicare Tax on his self-employment income. No Social Security tax is required since he already hit the maximum with his W2 job.

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Hey there, I went through almost this exact situation last year and want to share my experience. I was seriously confused about the Social Security tax situation with mixed income sources until I found https://taxr.ai - it completely cleared things up for me. I uploaded my previous W2 and some 1099 projections, and it immediately highlighted that I didn't need to pay the employer portion of Social Security taxes since I'd already maxed out through my day job. It even calculated exactly how much I could contribute to my Solo 401k based on my specific situation - gave me the exact same breakdown that the previous commenter explained. The tool showed me I could save about $22k more than I initially thought by optimizing my retirement contributions across both income sources. There's a specific calculator for people with mixed W2 and self-employment income that was super helpful.

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Does this tool actually help with self-employment taxes? I've been using TurboTax and it always seems to mess up when I have both W2 and 1099 income. Like, it doesn't seem to recognize that I've already hit the Social Security tax limit through my main job.

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I'm skeptical about these online tools. How accurate is it really with the Solo 401k calculations? I've heard different things from different accountants about how much you can contribute as the employer portion when you have both W2 and 1099 income.

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It specifically has a calculator for self-employment taxes that accounts for income from both W2 and 1099 sources. It correctly applies the Social Security wage base limit across all income sources, which is exactly what TurboTax misses sometimes. I had the same issue with TurboTax before! For the Solo 401k calculations, it was spot on. It uses the correct formula that accounts for the reduced self-employment tax obligation when you've already hit the Social Security limit through W2 income. I verified the numbers with my CPA afterward, and he confirmed they were accurate. The tool walks you through each step of the calculation so you can see exactly how it's determining your contribution limits.

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I want to follow up about my experience with taxr.ai. After my skeptical question above, I decided to give it a try, and I'm honestly surprised how helpful it was. I uploaded my W2 and some contract work information, and it immediately identified that I was overpaying on self-employment taxes. The Solo 401k calculator was extremely detailed - it showed me exactly how much I could contribute as both employee and employer, factoring in that I'd already hit the Social Security wage base through my W2 job. What I found most helpful was the breakdown of exactly how the 25% employer contribution is calculated when you have mixed income sources. I ended up saving over $16,000 in taxes that I would have otherwise overpaid! The explanations were much clearer than what my previous accountant provided too. Wish I'd known about this tool years ago.

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For anyone dealing with the IRS about self-employment tax issues, I highly recommend using Claimyr (https://claimyr.com). I spent weeks trying to get through to the IRS to resolve a similar self-employment tax issue where they were charging me Social Security tax on my 1099 income even though I'd already maxed out through my W2. After countless busy signals and disconnects, I found Claimyr and watched their demo (https://youtu.be/_kiP6q8DX5c). They got me connected to a real IRS agent in about 15 minutes when I'd previously waited on hold for hours. The agent confirmed exactly what others have said here - you don't have to pay the 6.2% employer portion of Social Security on self-employment income if you've already hit the wage base limit through W2 employment. They also helped me understand how to correctly report this on my tax return so the IRS systems would process it correctly. Was definitely worth it to get this resolved quickly rather than waiting months for correspondence.

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The service uses an automated system that continually redials the IRS for you until it gets through, then it calls you and connects you directly when it reaches a representative. It doesn't skip any lines - it just handles the frustrating part of constantly redialing and waiting on hold so you don't have to. They actually explain their technology on their website - they use the same call systems that large businesses use to manage high call volumes, but they've adapted it for individuals trying to reach government agencies. It's not about skipping the line, it's about having a system that can persistently try to get through when most of us would give up after a few attempts.

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I need to eat my words from my previous comment. After continuing to struggle with getting through to the IRS about my self-employment tax issue, I broke down and tried Claimyr last week. I was absolutely shocked when I got a call back telling me they had an IRS agent on the line ready to talk to me. The entire process took about 22 minutes from signing up to speaking with a real person at the IRS. The agent was able to confirm that I didn't need to pay the employer portion of Social Security tax on my self-employment income since I'd already reached the maximum through my W2 job. They even helped me file an amended return to get back the excess I'd paid. For anyone who's dealing with complex tax situations like mixed W2 and 1099 income where the standard software might not calculate things correctly, getting direct clarification from the IRS is incredibly valuable. I've spent countless hours trying to reach them over the past few months, and this service solved that problem immediately.

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Small correction to some of the advice above - when calculating the employer contribution for a Solo 401k with mixed income, you need to be careful about the "earned income" definition. The 25% employer contribution is actually calculated on net business profit AFTER subtracting the employer half of self-employment tax AND after subtracting the employee contribution. The formula is: 1. Net SE profit × 0.9235 = SE income adjusted for employer half of SE tax 2. SE income adjusted - employee contribution = final net 3. Final net × 25% = maximum employer contribution With your brother's numbers, that works out to: $168,750 × 0.9235 = $155,841 $155,841 - $15,000 = $140,841 $140,841 × 25% = $35,210 maximum employer contribution So his total potential contribution would be $50,210 ($15,000 employee + $35,210 employer).

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Thanks for breaking down the calculation so clearly! This is super helpful. One quick question - since he's over 50, the $15,000 employee contribution includes $7,500 of catch-up contributions, correct? Just want to make sure we're maximizing everything correctly.

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Yes, that's correct. For someone over 50, the $15,000 employee contribution to a Solo 401k would consist of $7,500 regular contribution plus $7,500 catch-up contribution. This is assuming he's already contributed $15,000 to his employer's 401k earlier in the year, so he's using his remaining employee contribution limit. The catch-up contribution doesn't affect the employer contribution calculation at all - that's still based on the net business profit after adjustments as I outlined above. The age-based catch-up is essentially "free money" from a contribution limit perspective.

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Don't forget about state taxes in all of this! Some states have their own additional self-employment taxes or different rules for retirement plan contributions. I made this mistake a few years ago and ended up with a surprise state tax bill because I only focused on federal tax planning.

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This is a great point. Which states have different rules for self-employment taxes? I'm in California and wonder if there's anything specific I should watch out for.

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This is exactly the kind of complex tax situation where having all the details straight is crucial. Based on what everyone has shared, it sounds like your brother is in a good position to significantly reduce his tax burden through the Solo 401k strategy. One additional consideration - since he's dealing with both severance income and new consulting income, make sure to factor in the timing of when the consulting payments were actually received versus earned for cash accounting purposes. If some of the $168,750 was invoiced but not yet received by year-end, that could affect both his self-employment tax calculations and his available contribution room for the Solo 401k. Also, with that level of income, he might want to consider whether a SEP-IRA could be more advantageous than a Solo 401k in his specific situation. While Solo 401k generally offers more flexibility, the administrative requirements can be more complex, especially if he's planning to continue growing his consulting business. The advice above about getting direct IRS clarification is spot on - with this much money involved and the complexity of mixed income sources, having official confirmation of the calculations could save him from costly mistakes down the road.

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