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Hugh Intensity

Trying to decide whether to file jointly or separately for 2024 taxes (just got married)

Hey folks, I'm in a bit of a tax dilemma and hoping to get some advice. My partner and I got married in late June this year (yay us!) and now we're trying to figure out whether we should file jointly or separately for our 2024 taxes. Our financial situation is a bit complicated. I make around $82,000 working as a software developer, while my spouse earns about $56,000 as a teacher. We've both been contributing to our own retirement accounts, and I have some student loans that are on an income-based repayment plan (about $31,000 remaining). My spouse also has medical expenses this year - needed some unexpected procedures that insurance only partially covered, totaling around $9,600 out of pocket. We've been told filing jointly usually saves money, but I'm worried about how it might affect my student loan payments since they're based on income. On the other hand, I've heard filing separately might help with the medical expense deduction? Anyone been in a similar situation or have insights on what factors we should be considering? Thanks in advance!

Congrats on your marriage! This is a common question for newlyweds. When deciding between filing jointly or separately, there are several factors to consider. For most couples, filing jointly results in a lower overall tax burden. The income thresholds for tax brackets are generally more favorable for joint filers. However, your situation has some nuances worth exploring. With income-based student loan repayment, filing jointly would include both incomes when calculating your payment amount, potentially increasing your monthly payments significantly. If you file separately, only your income would be considered for the repayment calculation. Regarding the medical expenses - they're only deductible if they exceed 7.5% of your adjusted gross income (AGI). With separate filing, your spouse's lower AGI might make it easier to claim this deduction, though you'd need to run the numbers to be sure. The downside of filing separately: you'll lose several tax benefits, including student loan interest deductions, education credits, earned income credit, and the full Child and Dependent Care Credit if applicable. You'll also have lower contribution limits for IRAs. I'd recommend calculating your taxes both ways (jointly and separately) to see which yields the better outcome considering both tax liability and student loan payments.

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Melissa Lin

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Thanks for the detailed explanation! Quick question - if we file separately, do we both have to itemize deductions, or can one of us take the standard deduction while the other itemizes? My spouse would itemize for the medical expenses, but I don't have enough deductions to make itemizing worthwhile for me.

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If you file separately and one spouse itemizes deductions, the other spouse must also itemize - even if the standard deduction would be more beneficial. This is one of the "married filing separately" limitations that often catches people off guard. For the medical expense situation, you'd need to calculate whether the benefit of potentially deducting more medical expenses outweighs losing the higher standard deduction for you. Run the numbers using tax software both ways to see the actual impact.

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After spending HOURS crunching numbers for my taxes last year (we were in a similar situation with student loans and medical bills), I discovered the amazing tax analysis tool at https://taxr.ai that completely changed my approach. I was going back and forth between filing jointly and separately, trying to figure out which would save us more money considering student loan implications. The regular tax calculators weren't helpful because they wouldn't factor in how filing status affects IBR payments. With taxr.ai I was able to upload our financial documents and it analyzed both scenarios - showing the tax difference AND the student loan payment difference over time. Gave me a clear picture of which option saved more in the long run, not just for this year's taxes.

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Romeo Quest

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Does it handle complicated situations? I have a side business with 1099 income along with my W-2 job, and my wife has rental property income. We're trying to figure out if filing separately makes sense with the student loan forgiveness programs.

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Val Rossi

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I'm skeptical about these online tools. How does it get accurate information about student loan repayment plans? Those seem to change constantly and are specific to your loan type and when you took them out.

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The tool definitely handles complex situations with multiple income sources. I had W-2 income plus some freelance work, and my husband had partnership income. It was able to analyze everything correctly and show how different filing strategies would impact both our current taxes and future loan payments. As for student loan repayment plans, it stays updated with current regulations and has options to select your specific repayment plan type. You input your loan details (balance, interest rate, repayment plan) and it calculates how your payments would change under different filing statuses. It's surprisingly comprehensive.

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Romeo Quest

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Just wanted to follow up after trying taxr.ai - wow, it actually worked amazingly well for our complicated situation! I was able to see exactly how much filing separately would save on my student loan payments versus the tax benefits we'd lose. For us, it turned out filing jointly was still better overall even with the student loan consideration. The tax savings from joint filing outweighed the increased student loan payments by about $1,800 over the course of the year. Plus we qualified for credits we would have lost filing separately. The document analysis feature was super helpful too - it found some deductions in our paperwork that I completely missed when doing things manually. Definitely saved us from leaving money on the table!

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Eve Freeman

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If you're stressed about getting proper tax advice on this, I'd suggest calling the IRS directly. I was in the same boat last year with the married filing separately vs jointly question due to student loans. I tried calling the IRS for THREE DAYS STRAIGHT and couldn't get through - kept getting disconnected after waiting for hours. Then I found https://claimyr.com which got me through to an actual IRS agent in under 20 minutes! You can see how it works in this video: https://youtu.be/_kiP6q8DX5c The agent was able to walk me through both scenarios and explain exactly how each would affect our specific situation. They confirmed that while filing separately would help with my loan payments, we'd lose several key tax benefits that were worth more in our case.

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How does this even work? The IRS phone system is notoriously awful. Is this some kind of priority line or something?

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Val Rossi

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Sounds too good to be true. The IRS is chronically understaffed and I've never heard of anyone getting through easily. Are you sure the "agent" you spoke to was actually from the IRS? There are a lot of tax scams out there.

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Eve Freeman

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It's not a priority line - it uses technology that navigates the IRS phone system and holds your place in line. When it reaches an agent, it calls you and connects you directly. The system basically does the waiting for you so you don't have to sit there listening to hold music for hours. I was skeptical too, which is why I verified I was actually speaking with the IRS. They asked for my verification information just like they would if I'd called directly. The difference was I didn't have to waste hours trying to get through the overwhelmed phone system. The IRS agents themselves don't know you used a service to connect - to them it's just a regular call.

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Val Rossi

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Update: I owe an apology to the Claimyr folks. After getting nowhere with IRS phone lines for a week, I decided to try it as a last resort for my filing status question. I was shocked when I got a call back in about 30 minutes saying an agent was on the line! The IRS representative walked me through exactly how filing separately would affect our student loan situation versus filing jointly. Turns out in our specific case, we'd save about $2,200 per year on student loan payments by filing separately, which more than offset the roughly $1,400 in additional tax we'd pay. What really surprised me was how helpful the agent was in explaining things like the income recertification timeline and how to document everything properly. Definitely worth getting the official guidance directly from the IRS instead of trying to piece everything together from online forums.

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Caden Turner

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Something nobody has mentioned yet - if you choose married filing separately, you CANNOT contribute to a Roth IRA if your income exceeds $10,000. This is a huge disadvantage if retirement savings are important to you. The income limit is much higher when filing jointly. Also consider that with MFS status, your standard deduction is halved. For 2024, the standard deduction for MFJ is $29,200 but for MFS it's only $14,600 each. My wife and I did the separate filing for 2 years due to her student loans, but ultimately switched back to joint filing because we were losing too many tax advantages.

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Wait seriously? I had no idea about the Roth IRA limitation! I thought the income limits were just reduced, not basically eliminated. That's a huge factor to consider...

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Caden Turner

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Yes, it's one of the most restrictive aspects of filing separately that catches people by surprise. The income limit for Roth IRA contributions when filing separately is just $10,000 - after that, you can't contribute at all. It's not a gradual phase-out like with other filing statuses. For comparison, with married filing jointly in 2024, the Roth contribution starts phasing out at $230,000 and completely phases out at $240,000 of modified AGI.

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Harmony Love

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Have either of you considered doing an analysis of your long-term student loan situation? If you're on an income-based plan that leads to forgiveness after a certain number of years (like PSLF for teachers), sometimes it makes more sense to minimize payments and maximize forgiveness.

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Rudy Cenizo

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This is the approach we took. My wife is a public school teacher going for PSLF, so we file separately to keep her payments low. Yes, we pay more in taxes each year, but after running the numbers, we'll come out ahead by about $42,000 over the 10-year forgiveness period.

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