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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.

Jamal Carter

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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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Margot Quinn

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Quick question - if my excess 401k contribution was returned in April 2026 (after tax filing deadline but before extension deadline), can I still avoid the 6% excess contribution penalty? Or am I too late since it wasn't returned by April 15th?

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This is an important timing distinction. For excess 401(k) deferrals, the deadline to have the excess returned is April 15th of the year following the excess contribution (not the tax filing deadline with extensions). If your excess was returned after April 15, 2026 for a 2025 excess contribution, you unfortunately may face some tax consequences. The excess amount would be effectively "double taxed" - once in the year it was contributed, and again when it's distributed. Additionally, any earnings on the excess amount would be taxable in the year they're distributed. This is different from the 6% excise tax that applies to excess IRA contributions. For 401(k) plans, the penalty is the double taxation rather than a specific excise tax.

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Yara Nassar

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I went through this exact same situation last year and it was such a headache! The key thing to understand is that when excess contributions are returned from a Roth 401k, only the earnings portion is taxable, not the original contribution amount since you already paid taxes on that money. Your employer should have calculated the earnings on the excess amount and provided you with a breakdown. If they just returned a flat amount without separating the earnings, you'll need to ask them for the calculation. The earnings portion gets reported as taxable income in the year of the distribution. Make sure your 1099-R has the correct distribution code too - it should be code "P" for excess contribution corrective distributions. If it shows a different code like "1" or "J", contact your plan administrator immediately to get a corrected form. Filing with the wrong code can trigger unnecessary penalties and IRS notices. The good news is you caught this and got it corrected, which is the most important part. Just make sure all the paperwork is right before you file!

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Teresa Boyd

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This is really helpful, thank you! I'm dealing with a similar situation right now and I'm so confused about the whole process. Can you clarify something for me - when you say the employer should calculate the earnings on the excess amount, how exactly do they figure that out? Is it based on the investment performance during the time the excess money was in the account? Also, I'm worried my employer might push back when I ask for the earnings breakdown. Did you have any trouble getting them to provide that information, or do they pretty much have to give it to you since it's required for proper tax reporting?

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Steven Adams

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Great question about the earnings calculation! Yes, it's based on the investment performance during the time the excess contribution was in your account. The plan administrator should calculate this using the actual gains or losses on your account from the date the excess contribution was made until the date it was distributed. In my experience, most plan administrators are required to provide this breakdown since it's necessary for proper tax reporting. However, some might initially resist or claim they don't track it that way. If you run into pushback, mention that IRS regulations require them to calculate earnings on excess deferrals for proper tax treatment. You can reference IRS Notice 2008-30 which outlines the requirements. If they still won't cooperate, you might need to escalate to their compliance department or contact the Department of Labor since this affects your ability to file your taxes correctly. Most employers don't want regulatory scrutiny, so mentioning the compliance aspect usually gets results. The key is being persistent but professional about it.

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StarSurfer

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I totally feel your pain! I went through something very similar a couple years ago when I had to amend for a forgotten 1099-MISC. Those 971/977 codes are definitely standard for amended returns - the 971 just means they're going to mail you a notice (usually just a boring confirmation letter), and 977 confirms they got your electronic amendment. The fact that you filed the amendment only 4 days after your original is actually great timing! There's a real chance the IRS hadn't even touched your original return yet when the amendment came in, which means they'll likely process everything together. That's way faster than having to stop an already-started return and restart. I know waiting for $2,400 when you need it for car repairs is super stressful. While you're in limbo, definitely call around to repair shops about payment plans - you'd be amazed how many will work with you if you explain you're waiting on a tax refund. Some will even hold off on major repairs until your refund comes through. Since you e-filed, you're probably looking at 8-12 weeks from when those codes appeared (much better than 20+ for paper). Keep checking your transcript weekly but try not to drive yourself crazy with it. The money will come through - the IRS is just painfully slow with amendments. Hang in there!

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Dominic Green

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Thanks for the encouragement! It's really helpful to hear from someone who went through the same thing with a 1099-MISC situation. I'm definitely going to take everyone's advice about calling repair shops for payment plans - that seems like the smartest move while I wait this out. The idea that they might process everything together since I caught it so early is giving me hope. I'll try not to obsessively check my transcript every day (though no promises lol). Thanks for taking the time to share your experience!

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CosmicCaptain

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I've been in this exact situation before and I know how stressful it is! The 971 and 977 codes are actually pretty standard for amended returns - the 971 just means they're going to send you a notice (usually just a confirmation letter), and the 977 confirms they received your electronic amendment. The timing actually works in your favor here. Since you caught the error and filed the amendment only 4 days after your original return, there's a good chance the IRS hadn't even started processing your original yet. When this happens, they often process everything together which can be much faster than having to stop and restart processing. I know $2,400 is significant when you need it for car repairs. While you wait, definitely call around to repair shops about payment plans - many are surprisingly flexible if you explain you're waiting on a tax refund. You could also prioritize just the most critical repairs for now. Since you e-filed the amendment, you're probably looking at 8-16 weeks from when those codes appeared (way better than 20+ for paper amendments). Keep checking your transcript weekly for updates. Don't panic if a 570 code shows up - that's just the official refund hold. You'll know things are moving when you see a 571 (hold released) followed by an 846 (refund issued). The waiting is definitely the hardest part, but your refund will come through! Hang in there.

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Logan Scott

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This is such a great thread! I had a similar experience earlier this year and was initially worried my employer made an error. It's reassuring to see how normal this actually is. One thing I'd add for anyone in this situation - make sure to keep track of your total wages across all employers if you have multiple jobs. The FICA cap applies to your total earnings, not per employer. So if you work two jobs and together they put you over $168,600, you might end up overpaying Social Security taxes and need to claim a refund when you file your tax return. The IRS will credit you back any overpayment, but it's easier to track it proactively.

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Ashley Adams

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That's a really important point about multiple employers! I actually work a part-time consulting gig on top of my main job, so this is super relevant. How do you actually track this across employers? Do you just add up all your paystubs manually, or is there an easier way to monitor when you're approaching the cap? I want to make sure I don't end up overpaying and having to wait for a refund next year.

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@Ashley Adams I keep a simple spreadsheet where I track my year-to-date wages from all sources - W-2 jobs, 1099 work, everything. I update it with each paycheck and calculate how close I am to the $168,600 threshold. You can also check your Social Security statement online at ssa.gov which shows your reported earnings, though that updates less frequently. Another approach is to estimate when you ll'hit the cap based on your combined monthly income and mark it on your calendar. That way you can anticipate when the Social Security withholding should stop and catch any errors early. The key is just staying organized since employers don t'communicate with each other about your total earnings across all jobs.

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Zane Gray

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This happened to me last year and I was completely panicked thinking payroll messed up! Turns out it's totally normal once you hit that Social Security wage cap. One thing that helped me was setting up a simple reminder in my phone for January 1st to expect the Social Security tax to start coming out again. It's easy to forget and then wonder why your first paycheck of the new year is suddenly smaller. Also, if you get any bonuses or irregular pay between now and the end of the year, those won't have Social Security tax taken out either, which can make those checks feel extra hefty. Just remember it all resets in 2026!

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Mei Liu

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That's such a smart idea to set a reminder for January! I'm definitely going to do that because I know I'll completely forget by then and be confused when my paycheck drops again. It's wild how this whole FICA cap thing isn't more widely known - I've been working for over a decade and this is the first time I've earned enough to experience it. Thanks for the heads up about bonuses too - I actually do have a year-end bonus coming and now I know to expect it to be higher than usual without the Social Security withholding.

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Chris King

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Just wanted to add my experience since I went through this exact situation last year! I was on an HDHP through June 2023, then lost coverage when I switched to a new job with a traditional PPO plan. The key thing that helped me was getting a letter from my former employer's HR department confirming my exact HDHP coverage dates. This became really important when I filed my taxes because Form 8889 asks for specific months of coverage, and I wanted to make sure I had backup documentation. I ended up contributing the remaining prorated amount in February 2024 (before the tax deadline) and had no issues. My HSA provider (HSA Bank) just needed me to specify it was for tax year 2023 when I made the contribution online. One thing to watch out for - if you do get audited, the IRS will want to see proof of your HDHP coverage dates, not just your employment dates. Sometimes these don't match exactly if there's a waiting period or if coverage extends beyond your last day of work. I learned this from a tax professional who said employment records alone aren't sufficient proof of health plan coverage. Your calculation looks exactly right for individual coverage. Go ahead and make that contribution - you're legally entitled to it for the months you were covered!

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Alana Willis

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This is incredibly helpful, especially the part about getting documentation from HR! I hadn't thought about the distinction between employment dates and actual health coverage dates. That's a really good point that they might not align perfectly. Quick question - when you made your contribution in February for the previous tax year, did HSA Bank's online system make it clear how to designate it for 2023? I'm worried about accidentally having it applied to the wrong tax year when I make my catch-up contribution. Also, did you end up needing that HR letter when you actually filed your taxes, or was it more of a "just in case" precaution? Trying to figure out if I should proactively request something similar from my former employer while the layoff is still relatively recent and HR is responsive.

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Liam Murphy

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This is exactly the situation I found myself in last year! You're absolutely correct about the prorated contribution limit - since you had HDHP coverage for 7 months, your maximum contribution for 2024 is indeed $2,421 (7/12 * $4,150). The good news is that you can definitely make up the difference with personal contributions. The IRS allows HSA contributions for any tax year up until the filing deadline (usually April 15th of the following year), regardless of whether you currently have HDHP coverage, as long as you were eligible for some portion of that tax year. A few important points to remember: - When you make the contribution, specify that it's for tax year 2024 - You'll report this on Form 8889 when filing your taxes - Personal HSA contributions are "above-the-line" deductions, so they reduce your adjusted gross income - Keep documentation of your HDHP coverage dates (July 31, 2024 end date) in case of any future questions Your math looks spot-on. You should be able to contribute that remaining $1,371 without any issues. Just make sure your HSA provider (Vanguard) processes it correctly for the 2024 tax year when you submit it.

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Thanks for the detailed breakdown! I'm actually in a very similar boat - lost my HDHP coverage mid-year and have been nervous about making additional contributions. Your explanation about the tax filing deadline is really reassuring. One quick clarification question: when you mention specifying it's for tax year 2024, do most HSA providers have a clear option for this when you're making contributions online? I'm with Fidelity and want to make sure I don't accidentally mess up the tax year designation when I make my catch-up contribution. Also, did you end up consulting with a tax professional about this, or were you confident enough in the IRS guidance to proceed on your own? I keep going back and forth on whether I need professional help for what seems like it should be a straightforward calculation.

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