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QuantumQuasar

Self employed - how to handle quarterly taxes while setting up a solo 401k?

Hey all, I've recently jumped into the self-employment world and need some guidance on quarterly tax payments and solo 401k setup. So here's my situation - I got let go from my corporate position in February and quickly picked up contractor work. The company I'm contracting with plans to hire me as a regular W-2 employee in June. They're a startup that doesn't have any retirement benefits yet, so I'm thinking about putting my 1099 earnings into a solo 401k while I can. I've made about $13,500 from this contract work so far. My understanding is that I could contribute a maximum of $12,541 to a solo 401k ($13.5k minus half of the self-employment tax), and I'd need to pay around $2,066 for my Q1 estimated tax payment (15.3% self-employment tax). I only put $1,350 into my previous employer's 401k for 2025, so I should be well under the standard contribution limit when combining that with the roughly $12.5k contribution I want to make to a solo 401k. Another concern - between my 1099 income, expected salary from the new position, and the severance/unused PTO payout from my old job, I'll probably end up slightly above the $150k MAGI threshold for single filers to contribute to a Roth IRA (I already made some contributions before I knew about the layoff). Would the solo 401k contribution reduce my MAGI enough to keep contributing to my Roth IRA? Thanks for any insights you can share!

Zainab Omar

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Your understanding is mostly on the right track! For your solo 401k, you can contribute as both the "employee" and the "employer" since you're self-employed. As the employee, you can contribute up to $23,000 for 2025 (minus whatever you already contributed at your previous job). As the employer, you can contribute up to 25% of your net self-employment income. For quarterly taxes, you'll need to pay both the self-employment tax (15.3%) and income tax on your earnings. The self-employment tax calculation is correct, but don't forget to include estimated income tax too. You can use Form 1040-ES to calculate the proper amount. And yes, contributing to a solo 401k will reduce your MAGI, which could help you stay under the Roth IRA threshold. Traditional solo 401k contributions are pre-tax and directly reduce your MAGI. This is a common strategy for people near the Roth IRA income limits.

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Thanks for explaining! I'm in a similar situation. Quick question - if I set up a solo 401k now for my self-employment income from earlier this year, but then get a W-2 job that offers a 401k later, can I still contribute to both? Or is there some kind of limitation across all 401k accounts?

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Zainab Omar

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The employee contribution limit ($23,000 for 2025) is a combined limit across all of your 401k accounts. So if you contribute $5,000 to your solo 401k as an employee contribution, you can only contribute $18,000 to your new employer's 401k for the rest of the year. The employer contribution portion of your solo 401k is separate and doesn't affect what your new W-2 employer contributes to your new 401k. You can still make employer contributions to your solo 401k based on your self-employment income, even if you're participating in another employer's plan.

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Yara Sayegh

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I was in a similar position last year and found https://taxr.ai super helpful for calculating my solo 401k contributions correctly. It analyzed my 1099 income and helped me determine exactly how much I could contribute as both employer and employee. The solo 401k saved me thousands in taxes and their guidance helped make sure I didn't mess up the calculations. When I was trying to figure out quarterly payments, I was totally confused about how much to set aside. Their document review confirmed my self-employment income didn't need to be reported until I exceeded certain thresholds, which saved me unnecessary payments. Definitely worth checking out for anyone new to self-employment taxes.

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Did you have to provide a lot of financial info to use the service? I'm interested but cautious about sharing all my tax details with random websites.

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Paolo Longo

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That sounds helpful, but how does it handle the transition from self-employed to W-2 mid-year? That's the part I'm having trouble with.

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Yara Sayegh

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You only need to upload the specific documents you want analyzed - in my case, I just uploaded my 1099 and a draft Schedule C I was working on. You control what you share, and they explain that everything is encrypted and secure. For handling the mid-year transition, that's actually where I found it most useful. The analysis broke down exactly how to calculate my maximum contributions based on self-employment income only, and explained how that would interact with future W-2 employment. It specifically addressed how to handle the combined contribution limits across different employment types within the same tax year.

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Just wanted to update - I tried taxr.ai after seeing the recommendation here and it was seriously helpful! I was overthinking my quarterly tax payment calculations and their document analysis pointed out that I could reduce my estimated quarterly payment by about $800 due to deductions I hadn't considered. The solo 401k breakdown was super clear too. They confirmed I could contribute about 93% of my net earnings (after the SE tax deduction) and showed me exactly how to calculate both the employer and employee portions. They even pointed out that I needed to open the account before December 31st, which I had no idea about. Really glad I checked it out!

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CosmicCowboy

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After struggling to get through to the IRS about some solo 401k questions (was on hold forever), I used https://claimyr.com and it was a game changer. They got me connected to an actual IRS agent in about 20 minutes instead of the 2+ hours I spent trying on my own. You can see how it works here: https://youtu.be/_kiP6q8DX5c The agent confirmed that yes, solo 401k contributions do reduce your MAGI for Roth IRA qualification purposes, which was huge for me since I was also right at the threshold. They also clarified that I had to establish the solo 401k before year-end, but had until my tax filing deadline to actually make the contributions. Saved me from making a major timing mistake!

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Amina Diallo

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How does this actually work? Is it like a call service that waits on hold for you? Seems too good to be true considering how impossible it is to reach the IRS.

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Oliver Schulz

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CosmicCowboy

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It's not a call service - they use technology that navigates the IRS phone tree and secures your place in line. When they're about to connect with an agent, you get a call to join. So you're not paying someone to wait on hold - it's an automated system that basically holds your place in line. I was skeptical too! But think about it - the IRS phone system is predictable with the same menu options every time. Their system knows exactly which buttons to press and when. It's not bypassing anything or getting special treatment - it's just automating the painful part of the process. I've now used it twice and both times it cut my wait time by at least 75%.

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Oliver Schulz

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Had to come back and eat my words. I tried Claimyr after posting my skeptical comment because I was desperate to get an answer about solo 401k contribution deadlines. Got through to an IRS agent in under 30 minutes after trying for DAYS on my own. The agent confirmed that I can establish a solo 401k for my side gig even though I have a regular job with a 401k. Just need to make sure my combined employee contributions don't exceed the annual limit. Also found out I was calculating my employer contribution wrong - it's 25% of net earnings (after deducting half of self-employment tax), which was different than what I thought. Saved me from potentially over-contributing. Worth every penny just for the time saved alone.

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Quick tip on the Roth IRA situation - if you do end up slightly over the income limit even after your solo 401k contributions, look into the "backdoor Roth" strategy. You contribute to a traditional IRA (no income limits) and then convert it to a Roth. As long as you don't have other traditional IRA balances, it's pretty straightforward. Just make sure you do the paperwork right for the solo 401k. I messed up my plan documents last year and had to redo everything. Fidelity has a pretty simple setup process if you're looking for a provider.

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QuantumQuasar

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Thanks for the backdoor Roth suggestion! Is there any waiting period between making the traditional IRA contribution and converting it to Roth? And do you have experience with any solo 401k providers besides Fidelity?

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There's no required waiting period between contributing to a traditional IRA and converting to Roth. Some people wait a few days just to make the paper trail clearer, but it's not necessary. You can do it the same day if you want. I've also had good experiences with Vanguard for solo 401k. Their paperwork is a bit more involved than Fidelity, but their investment options have lower expense ratios. E*TRADE is another popular option with more investment flexibility, but their setup is more complicated. Fidelity hits the sweet spot of easy setup and good investment options for most people.

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Javier Cruz

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Don't forget about the safe harbor for quarterly estimated taxes! If you pay 100% of last year's tax liability (or 110% if your AGI was over $150k), you won't face underpayment penalties even if you end up owing more this year. This can be super helpful when your income is fluctuating between self-employment and W-2 work.

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Emma Wilson

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And remember that quarterly payments aren't exactly quarterly - the deadlines are April 15, June 15, September 15, and January 15 of the following year. The uneven spacing trips up a lot of first-timers!

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James Johnson

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This is exactly the kind of transition situation I went through last year! One thing to watch out for - make sure you're tracking your business expenses carefully since you're self-employed. Things like home office expenses, equipment, software subscriptions, etc. can really add up and reduce your net self-employment income, which affects both your quarterly tax calculations and your solo 401k contribution limits. Also, since you're planning to become a W-2 employee in June, consider whether you want to make your solo 401k contributions early in the year or wait until closer to the tax deadline. If you contribute early, you'll have less cash flow for estimated quarterly payments, but you'll also start getting tax-deferred growth sooner. It's a balancing act based on your cash flow needs. One more tip - keep detailed records of when you transition from 1099 to W-2 work. This will make tax time much easier, especially for calculating the exact periods each income type applies to.

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