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Sebastián Stevens

Maximizing retirement contributions when you have both W2 and 1099 income - what's the best strategy?

Hey everyone, hoping to get some advice on how to best handle retirement contributions with my mixed income situation. This is my first year with significant 1099 contractor income and I want to make sure I'm optimizing everything correctly for the 2025 tax year. I'm in my 30s (under 50) and have both W2 employment and a side consulting business where I receive 1099 income. My W2 job provides a 403b with some matching, and I'm the only person in my consulting business. My income breakdown looks like: - W2 salary: about $187,500 - 1099 consulting: roughly $312,500 Here's what I'm thinking for retirement contributions: - Max out 403b employee contribution: $23,000 (already done) - 403b employer match: approximately $6,250 - Solo 401k employer contribution from my 1099 income: $46,000 - Traditional IRA: $7,000 For the Solo 401k contribution, I calculated it as: $69,000 (total limit) minus $23,000 (already contributed to 403b) = $46,000 maximum I can put in as the "employer" portion from my 1099 business. I think I could theoretically contribute up to $78,125 (25% of my 1099 income) as the employer portion, but I'm limited by already using up the employee contribution at my W2 job. I'm also planning to convert both the traditional IRA and solo 401k to a Roth IRA through backdoor conversion. My questions: 1. Is my calculation for the solo 401k employer contribution correct? 2. Does the 403b employer match ($6,250) count toward any limits with my solo 401k contribution? 3. Am I missing any other optimization opportunities? 4. Any issues with the backdoor Roth conversions I should know about? Really appreciate any insights! Just want to make sure I'm not screwing anything up.

You're definitely on the right track with your retirement strategy! Let me address your questions one by one: Your calculation for the solo 401k employer contribution is correct. The $69,000 total limit for 2025 applies across all 401k-type plans, but you can split it between employee and employer contributions. Since you've already maxed your employee contribution ($23,000) at your W2 job, you can contribute up to $46,000 as the employer portion from your 1099 income. The 403b employer match ($6,250) does NOT count toward your solo 401k contribution limit. Employer contributions to different plans don't cross-limit each other, which is great news for you. For optimization opportunities: Consider whether you might benefit from a Health Savings Account (HSA) if you have a qualifying high-deductible health plan. That's another $4,150 (for 2025) you could set aside tax-advantaged. Regarding backdoor Roth conversions: Just be aware of the pro-rata rule. If you have any existing pre-tax money in ANY traditional IRA accounts (including SEP or SIMPLE IRAs), you'll have to factor that in when converting. The conversion won't be fully tax-free if you have other traditional IRA balances.

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Thanks for your answer! I have a similar situation but I'm earning less on both counts. When you say the employer contributions don't cross-limit each other, does that mean the total I can contribute across all accounts could actually be higher than $69,000? Like if my employer puts in $10,000 to my 401k, I could still do the full $46,000 as employer contribution to my solo 401k? Also, any thoughts on whether it's better to do backdoor Roth or just keep it in the traditional accounts if I expect to be in a lower tax bracket in retirement?

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Yes, you're understanding correctly! The $69,000 limit for 2025 applies to each employer separately. So if your W2 employer contributes $10,000 to your 401k, that doesn't reduce what you can contribute as the "employer" to your solo 401k. The only shared limit is the $23,000 employee contribution, which you can only use once across all plans. Regarding traditional vs. Roth, it really depends on your tax situation now versus later. If you truly expect to be in a lower tax bracket in retirement, traditional accounts might be better since you're deferring taxes until that lower-rate future. But if you believe tax rates might rise overall, or your income might actually be higher in retirement, Roth has advantages. Many people hedge by having some of each.

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I was in a similar situation last year trying to figure out all this retirement stuff with mixed income. I spent hours reading IRS publications and still wasn't 100% confident. Then I found this AI tax assistant at https://taxr.ai that actually walked me through all the retirement contribution limits with mixed W2/1099 income. It analyzed my specific situation and confirmed exactly what my limits were for solo 401k contributions while also having a regular job with a 401k. They explained the "employer hat" vs "employee hat" concept in a way that finally made sense. They even helped me understand how the backdoor Roth conversions would work with my existing IRAs. The best part was that I could upload my previous tax returns and W2s and it gave me personalized advice based on my actual numbers. Saved me from making a $12,000 contribution mistake!

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Does it actually give you step-by-step instructions on how to set up a solo 401k? That's the part I'm struggling with. And can it help figure out which provider to use? There are so many options and I'm completely overwhelmed.

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I'm skeptical of AI tools for important tax stuff. How accurate is it really? My accountant charges me $400/hr but at least I know he's responsible if something goes wrong. Does this tax AI thing actually back up their advice with specific IRS regulations?

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It does provide step-by-step instructions for setting up a solo 401k. It walked me through the whole process, from getting an EIN to choosing a provider. It even compared different providers based on investment options, fees, and whether they support after-tax contributions (important if you want to do mega backdoor Roth conversions). For your question about accuracy, it actually cites specific IRS publications and tax code sections for every recommendation it makes. You can click on any explanation to see the underlying regulation. What impressed me was that it outlined potential audit risks and gray areas where the IRS guidance isn't completely clear. My accountant never did that - he just gave me his opinion without the supporting details.

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I wanted to follow up about that taxr.ai tool. I decided to try it myself and wow, I'm genuinely impressed. It caught something neither my accountant nor I had considered with my solo 401k setup. Turns out I was calculating my maximum contribution incorrectly because I wasn't properly accounting for self-employment taxes in determining my "net earnings" base. The tool showed me exactly how to calculate the correct amount and explained the difference between W2 contribution limits and 1099 contribution calculations. It also flagged that I had a SEP-IRA from years ago that would trigger the pro-rata rule on my backdoor Roth conversion, which would have resulted in unexpected taxes. Saved me from a headache at tax time! I'm all for healthy skepticism (as you can see from my initial comment), but this was actually worth checking out. Definitely more comprehensive than the advice I was getting elsewhere.

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For anyone dealing with the IRS about retirement contribution limits or trying to get specific guidance, I highly recommend using Claimyr (https://claimyr.com). I spent weeks trying to get through to the IRS to confirm some specific details about my situation with multiple retirement accounts and kept hitting dead ends. I was about ready to give up when I found Claimyr - they got me connected to an actual IRS agent in about 20 minutes instead of the hours I was spending on hold. You can see a demo of how it works here: https://youtu.be/_kiP6q8DX5c The IRS agent I spoke with confirmed that I could indeed make both employer and employee contributions to my solo 401k despite also having a 403b through my teaching job, but with some important limitations I hadn't understood before. They also helped me sort out how to document everything properly for tax filing.

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How does this actually work? Do they have some special connection to the IRS or something? I've been trying to get through for weeks about my backdoor Roth question.

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Sorry but this sounds like snake oil. If it was that easy to get through to the IRS, everyone would be doing it. I've been trying to reach them about my retirement contribution issue for MONTHS. No way some service can magically get you through when millions of people can't get through.

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They use a combination of technology that monitors IRS phone line availability and automatically redials at optimal times. It's not a special connection - just smart software that handles the frustrating part of waiting and redialing when the IRS hangs up. Regarding your skepticism, I understand completely. I was in the same boat - had been trying for weeks to get clarification on my specific situation with multiple retirement accounts. What convinced me was watching their demo video where you can actually see it working. The service just keeps calling until it gets through, then rings your phone to connect you. No magic, just persistence automated by technology.

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I have to admit I was completely wrong about Claimyr. After my skeptical comment, I decided to try it myself since I was desperate to sort out my retirement contribution issue before tax season. I had been trying for literally 3 months to reach someone at the IRS about whether my solo 401k contributions were calculated correctly given my other retirement accounts. Using Claimyr, I got through to an IRS rep in about 35 minutes (on a Monday morning, no less). The agent walked me through exactly how the contribution limits work across multiple retirement accounts and confirmed I was right about the employer contribution portion not being affected by my other employer's match. He also sent me to a specific IRS publication that addressed my unique situation. I've never been so happy to be proven wrong. Just wanted to update here since my original comment was so dismissive. Sometimes things actually work!

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Make sure you're being careful about the backdoor Roth conversion if you have ANY other traditional IRA accounts! The pro-rata rule will bite you if you're not careful. For example, if you have $50,000 in an existing traditional IRA and you put $7,000 into a new traditional IRA to convert to Roth, you don't just pay taxes on the $7,000. The IRS looks at ALL your traditional IRA money together, and you'll pay taxes proportionally. In this example, you'd have $57,000 total in traditional IRAs, and only 12.3% ($7,000/$57,000) of your conversion would be tax-free. The rest would be taxable! One solution: See if your solo 401k allows you to roll existing traditional IRA funds INTO the 401k before doing the backdoor Roth. That removes those funds from the pro-rata calculation.

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Thanks for this explanation - that's really helpful! I actually do have an old traditional IRA with about $35k in it from a 401k rollover years ago. I had no idea about this pro-rata rule. So if I understand correctly, I could potentially roll that $35k into my new solo 401k (assuming the provider allows it), and then do a clean backdoor Roth conversion with my new $7k contribution without triggering this pro-rata issue?

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Exactly! If your solo 401k plan accepts rollovers (most do, but check with your provider), you can roll that $35k traditional IRA into it before December 31st of the tax year you're planning to do the backdoor Roth. Once that $35k is safely in the solo 401k, it's no longer considered in the pro-rata calculation. Then you can make your $7k traditional IRA contribution and convert it to Roth with no pro-rata tax consequences. Just be sure to file Form 8606 correctly to document the non-deductible contribution and conversion.

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Don't forget about the QBI deduction (Section 199A) for your 1099 income! With that level of contractor income, you should definitely be taking advantage of the 20% qualified business income deduction, which could be significant tax savings. Just be aware that retirement contributions from your 1099 business reduce your QBI, so you're making a tradeoff between retirement tax advantages and QBI deduction. Sometimes it makes sense to not max out retirement to keep a higher QBI deduction. At your income level, there are phase-out considerations too. Might be worth running the numbers both ways (max retirement vs partial retirement with higher QBI) to see which gives you better overall tax benefits. This is especially true if you're near any of the income thresholds where QBI starts to phase out.

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Wait, so making solo 401k contributions actually reduces the QBI deduction? I never realized that! Is there any calculator or tool that helps figure out the optimal balance between retirement contributions and maintaining QBI?

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Yes, solo 401k contributions do reduce your QBI! The employer portion of your solo 401k contribution reduces your net self-employment income, which is what the QBI deduction is calculated on. So there's definitely a tradeoff to consider. I don't know of any specific calculator for this, but you can work through it manually. At your income level ($312,500 1099 income), you're likely above the taxable income threshold where QBI starts to phase out anyway (around $191,950 for single filers in 2025). The math gets complex because you have to factor in your total taxable income from both W2 and 1099 sources. Given your combined income of about $500k, you might be in the phase-out range where QBI is limited, so maxing retirement contributions could actually be the better move even if it reduces QBI. A good tax professional or one of those AI tax tools people mentioned earlier would probably be helpful for running these scenarios with your specific numbers.

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This is a great comprehensive breakdown of your retirement strategy! I wanted to add one more consideration that might be relevant given your income levels - the timing of your solo 401k contributions throughout the year. Since you're making significant quarterly estimated tax payments on your 1099 income, you might want to consider making your solo 401k contributions quarterly as well rather than waiting until the end of the year. This can help reduce your estimated tax burden and improve cash flow. Also, with your combined income approaching $500k, you're definitely in territory where tax-loss harvesting in your taxable investment accounts could provide meaningful benefits alongside your retirement contributions. The tax savings from harvesting losses can be substantial at your marginal tax rate. One more thought - if your consulting business continues to grow, you might want to explore whether converting to an S-Corp election could provide additional tax savings on the self-employment tax portion, though this adds complexity and requires careful analysis of the tradeoffs. Really solid planning overall though! The combination of maxing traditional retirement accounts while doing backdoor Roth conversions gives you great tax diversification for the future.

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This is really helpful advice! I hadn't thought about making quarterly solo 401k contributions - that's a smart way to manage cash flow. Quick question though: can you actually make employer contributions to a solo 401k throughout the year, or do they have to wait until you know your final net self-employment earnings? I thought employer contributions had to be calculated based on actual annual profits. Also, regarding the S-Corp election - at what income threshold does that typically start making sense? I've heard it can save on self-employment taxes but adds payroll complexity. Would love to understand the break-even point better. The tax-loss harvesting point is great too. I've been pretty passive with my taxable accounts but you're right that at these income levels, even small percentage savings add up to real money.

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Great question about quarterly contributions! You can absolutely make employer contributions to your solo 401k throughout the year - you don't have to wait until year-end. The key is making reasonable estimates based on your expected annual profit. If you end up contributing too much based on your actual final net self-employment earnings, you can always correct it before the tax filing deadline. Many solo 401k providers allow you to set up automatic monthly or quarterly contributions, which really helps with cash flow management and dollar-cost averaging into your investments. Regarding S-Corp election, the general rule of thumb is that it starts making sense when your net self-employment income is around $60,000-$80,000 or higher. At your $312,500 level, you could potentially save thousands in self-employment taxes. The basic idea is that you pay yourself a "reasonable salary" (subject to payroll taxes) and take the rest as distributions (not subject to SE tax). However, S-Corp election is a year-long commitment and adds complexity - you'll need payroll processing, quarterly payroll tax filings, and potentially more accounting costs. You'd also lose the ability to make solo 401k contributions based on 1099 income (since you'd now be a W2 employee of your own S-Corp), though you could potentially do a SEP-IRA or corporate 401k instead. Given your income level and the complexity of your situation, I'd definitely recommend running the numbers with a tax professional who can model the total tax impact across multiple years. The savings can be substantial, but the decision depends on your specific circumstances and long-term business plans.

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This is incredibly helpful information! I'm actually in a similar situation but with lower income levels and have been wondering about the S-Corp election myself. One follow-up question on the quarterly solo 401k contributions - if I overestimate my profits and contribute too much during the year, how exactly do you "correct it" before the tax filing deadline? Do you have to withdraw the excess contribution, or can you just reduce future contributions to balance it out? Also, @Anastasia Smirnova mentioned losing the ability to make solo 401k contributions with S-Corp election - that seems like it could be a significant downside for someone already maximizing retirement savings through a solo 401k. Is the self-employment tax savings typically enough to offset losing that retirement contribution flexibility? I m'trying to decide if I should focus on growing my 1099 income first and worry about S-Corp election later, or if there are other structural considerations I should be thinking about now while my business is still relatively small.

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