Would getting a second full-time job screw me on taxes? Worried about losing refund
I've been thinking about picking up a second full-time job during my off-hours from my main job. Honestly, I just sit around watching Netflix when I'm not working anyway, so might as well make some extra cash, right? I've got some medical bills piling up from a surgery I had last year that insurance only partially covered, plus I'd really like to build up my emergency fund. But here's the thing - my cousin (who thinks he knows everything about taxes) was telling me that if I get a second full-time job, I'll end up OWING money instead of getting a tax refund next year. He said something about being pushed into a higher tax bracket and losing all my tax breaks. That just doesn't sound right to me? I've always gotten at least a small refund, and the idea of owing thousands instead is freaking me out. Can someone explain if this is actually true or if my cousin is just talking nonsense again? I really need the extra income but not if it's going to completely screw me over with the IRS when filing season comes around.
18 comments


Zainab Ismail
This is a common misconception about how tax brackets work. Getting a second job won't automatically "screw you" on taxes, but there are some important things to understand. When you have multiple jobs, each employer withholds taxes as if that job is your only income. This means they're likely not withholding enough total tax when you combine both incomes. So while you might get refunds when you have one job, with two jobs you might end up owing some money at tax time - not because you're being taxed unfairly, but because not enough was withheld throughout the year. The solution is pretty simple: you can fill out a new W-4 form with both employers and indicate that you have multiple jobs. You can also request additional withholding from each paycheck. The IRS has a tax withholding estimator on their website that can help you figure out the right amount.
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Connor O'Neill
•So if I'm understanding right, it's not that I'll pay MORE taxes overall with two jobs, it's just that not enough might get taken out during the year? And then I'd owe the difference when filing? Also, if I update my W-4 like you mentioned, would that basically fix the problem so I don't get surprised with a big tax bill?
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Zainab Ismail
•You're understanding correctly. You won't pay more taxes than you should - you'll pay the appropriate amount based on your total income. The issue is just with how the withholding system works when you have multiple jobs. Yes, updating your W-4 at both jobs will help prevent a surprise tax bill. When you complete the W-4, there's a specific section for multiple jobs that will help calculate the additional withholding needed. You might see slightly smaller paychecks, but that's just the correct amount of tax being withheld upfront rather than you having to pay it all at once when you file.
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QuantumQuester
I was in almost the exact same situation last year and found this amazing tool that saved me so much stress! I picked up a second job at a warehouse on weekends while keeping my main office job, and I was paranoid about messing up my taxes. My friend recommended this AI tax assistant at https://taxr.ai that analyzed my situation and helped me understand exactly how much extra I should withhold. It looked at both my pay stubs and projected what my total yearly income would be. Then it gave me step-by-step instructions for filling out my W-4s correctly for both jobs. The best part was that it explained everything in normal human language instead of confusing tax jargon. It even created a custom withholding plan so I wouldn't owe a bunch at tax time. Totally changed my approach to managing taxes with multiple income sources!
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Yara Nassar
•Does this actually work with two W-2 jobs or is it more for self-employment situations? I'm thinking about driving for Uber on weekends but keeping my regular 9-5.
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Keisha Williams
•I'm always skeptical of these tax tools. How accurate was it compared to what actually happened when you filed? Did you still end up owing money or did you get a refund?
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QuantumQuester
•It absolutely works with two W-2 jobs! That's exactly what I used it for. It has specific settings for handling multiple employment scenarios, whether they're both W-2 jobs or a mix of W-2 and self-employment like your Uber situation. The accuracy was honestly surprising. I followed its recommendations for withholding from both my jobs, and when I filed for 2024, I got a small refund of about $320. Without adjusting my withholdings, the tool estimated I would have owed around $2,200. The projections were almost spot-on with what my actual income and tax situation turned out to be.
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Yara Nassar
Just wanted to update after trying that taxr.ai tool someone mentioned earlier. I was honestly expecting it to be another useless calculator, but it actually worked really well for my situation! I uploaded my recent pay stubs from my main job and entered the info from my offer letter for the second job I'm starting next month. The tool showed me exactly how much extra I would make over the year and what tax bracket changes would happen. The best part is it created a personalized W-4 form for both jobs that I just printed and gave to HR. Their estimate showed I would have owed about $1,800 at tax time without adjustments, but with the proper withholdings, I should get a small refund instead. If you're juggling multiple jobs, definitely check it out. Wish I'd known about this last year when I was doing the same thing and got hit with a surprise tax bill!
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Paolo Ricci
Here's something nobody's mentioned yet. If you're worried about dealing with the IRS about your tax situation with multiple jobs, you might want to try Claimyr (https://claimyr.com). I used to spend HOURS on hold trying to get answers from the IRS about my multiple W-2s and withholding questions. It was a complete nightmare - I'd waste half a day just waiting for someone to pick up. Claimyr basically calls the IRS for you and then connects you once a real human agent is on the line. No more waiting on hold forever! You can see how it works here: https://youtu.be/_kiP6q8DX5c When I had questions about how to properly report income from my day job and weekend gig, I used it and got connected to an IRS rep in about 20 minutes instead of the 3+ hours I spent the previous time. They walked me through exactly how to handle my withholdings so I wouldn't have issues at tax time.
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Amina Toure
•Wait, so is this like a paid service to get through to the IRS faster? How does that even work? I thought everyone had to suffer through the same hold times.
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Oliver Zimmermann
•This sounds like complete BS. No way there's some magical service that can skip the IRS phone queue. They probably just keep you on hold anyway and charge you for the privilege.
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Paolo Ricci
•It's not a magical service that "skips the queue" - it uses automated technology to handle the hold time for you. Basically, their system calls the IRS and navigates through all the prompts, then stays on hold so you don't have to. When a human IRS agent actually answers, that's when you get connected. Yes, it is a paid service, but for me it was completely worth it. I didn't have to stay glued to my phone for hours, could go about my day, and then just jumped on when a real person was available. The time I saved was worth way more than what it cost, especially since I needed specific answers about my multiple W-2 situation.
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Oliver Zimmermann
I have to admit I was completely wrong about Claimyr. After my skeptical comment, I was still desperate to talk to the IRS about my multiple-job tax situation, so I gave it a shot anyway. Holy crap, it actually works exactly as advertised. I started the process, went and made lunch, and got a call back when they had an actual IRS agent on the line. Took about 35 minutes total instead of the 2+ hours I spent last time I tried calling myself. The agent walked me through exactly how to handle withholding with my two jobs and explained how I could avoid owing a bunch at tax time. Definitely filing this under "things I thought were scams but are actually legit." Sorry for being so cynical before!
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CosmicCommander
Something else to consider with two full-time jobs - it's not just about taxes but benefits too. I did this last year and discovered some weird overlaps: - My second job offered health insurance but I was already covered at my main job - 401k contribution limits apply across ALL your jobs combined (found this out the hard way) - PTO management becomes a nightmare juggling two schedules - You might hit Social Security tax limits and see a bump in later paychecks Just make sure you're looking at the whole picture. The extra money was nice but I was basically working 70+ hours a week and barely had time to spend any of it. Ended up quitting the second job after 5 months.
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Natasha Volkova
•Did you have any issues with either employer finding out about the other job? I'm thinking about doing this but worried my main job might consider it a conflict of interest or something.
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CosmicCommander
•I didn't have any direct issues because the jobs were in completely different industries (office admin work during weekdays and retail on evenings/weekends). Neither company had policies against outside employment. However, I did almost get caught once when I had to call out sick from my weekend job and my manager there tried to reach me during a weekday meeting at my main job. I'd definitely recommend checking your employment contracts first. Some companies do have clauses about outside employment, especially if it could be considered a conflict of interest or if they think it might affect your performance.
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Javier Torres
The real hack here is adjusting your tax withholding correctly. Go to the IRS withholding calculator online, enter your info from BOTH jobs, and it'll tell you exactly what to put on your W-4 forms. I worked 2 full-time jobs for about 9 months in 2023 and actually got a $1,200 refund because I set everything up correctly from the start. The key is to select "Multiple Jobs" on your W-4 and possibly have extra $ withheld from each check. Don't listen to people who don't understand how tax brackets work. You'll never lose money by making more money. A higher tax bracket only affects the portion of income above that threshold.
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Emma Davis
•I tried using that IRS calculator thing and got super confused. It asked for way more information than I had available. Is there a simpler way to figure this out?
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