Has anyone tried TaxHawk? Just discovered it and wondering if it handles stock sales too without charging?

Just wanted to add another option that's been working great for me - TaxAct through the IRS Free File program. I have a similar situation with W-2 and stock sales, and it handled everything completely free (including Schedule D for capital gains). The key thing I learned is that you MUST go through irs.gov/freefile to access the truly free versions. If you go directly to TaxAct's website, they'll try to charge you for the same forms that are free through the IRS portal. One tip for stock sales - make sure you have your cost basis information ready from your brokerage. The software will walk you through entering each transaction, but having your 1099-B and records organized beforehand makes the process much smoother. I was able to complete my entire return in about an hour, and got my refund in less than 3 weeks!

Just wanted to add that there's a tax court case that specifically addressed this issue - Curphey v. Commissioner. The court ruled that travel to a rental property to check on it qualified as a deductible business expense, even when the owner wasn't actively collecting rent or doing repairs during those visits. The key thing the IRS looks for is whether you're engaged in the activity with the intention of making a profit. Since regular inspections help maintain your property value and prevent costly damage, they're considered ordinary and necessary business expenses. Make sure you're being reasonable though - daily drive-bys might raise eyebrows, but weekly or monthly checks are totally normal for rental property management.

Great question! I'm also a rental property owner and was unsure about this same deduction until recently. The key is that these inspection visits are considered legitimate property management activities, even if you're not doing physical work during each trip. I've been deducting my weekly inspection mileage for the past two years without any issues. Like others mentioned, documentation is crucial - I keep a simple notebook in my car and jot down the date, mileage, and "property inspection" for each visit. Takes 30 seconds but gives you solid backup if questioned. One thing to consider is that these regular inspections can actually help you catch small issues before they become expensive problems, which makes them even more justifiable as necessary business expenses. I caught a broken sprinkler head during one of my drive-bys that could have caused major water damage if left unchecked. The 67 cents per mile really does add up over the year - with your 18-mile weekly trips, you're looking at over $600 in deductions annually. Definitely worth claiming!

One option nobody's mentioned - you could call the IRS Business & Specialty Tax Line at 800-829-4933 and explain the situation. They might be able to tell you if your form has already been processed (and rejected) or is still pending. That way you'd know for sure whether you need to submit a new one.

I went through this exact same situation two years ago and can confirm that being proactive is absolutely the right move. I made the e-signature mistake on my Form 2553 and immediately sent in a corrected version with wet signatures after realizing my error. Here's what I did that worked: I wrote "AMENDED FORM - CORRECTING E-SIGNATURE ERROR" in red ink at the top of the first page, included a brief cover letter explaining that I had inadvertently used electronic signatures not realizing they weren't permitted for Form 2553, and sent it via certified mail with return receipt requested. The IRS processed my corrected form without any issues, and I received my S-corp election acceptance letter about 8 weeks later. They never even sent me a rejection for the original e-signed version - I think it just got discarded during their initial processing. Don't wait around hoping they'll process the invalid form. The peace of mind of knowing you have a properly executed form submitted well before your deadline is worth way more than the cost of certified postage and a few minutes to prepare the correction.

I'm going through this exact same situation! My consulting business took off in 2023 and now I'm making significantly more than my spouse. We filed MFJ without even thinking about it, but after reading this thread I ran some rough calculations and we might have overpaid by thousands too. It's incredibly frustrating that the IRS allows changes from MFS to MFJ but not the other way around. Feels like they're penalizing people for not knowing about this obscure rule. At least now I know to run both scenarios before filing this year. Has anyone here actually made the switch to MFS and seen real savings? I'm curious about the practical impact beyond just the tax calculation - like how it affects things like healthcare subsidies or other benefits that are income-based.

This is such a common frustration! I went through something similar when I started my photography business. What really helped me understand the MFJ vs MFS decision was getting organized about tracking ALL business expenses throughout the year, not just at tax time. For your design business, make sure you're capturing everything - software subscriptions, equipment purchases, home office expenses, client meeting costs, even mileage to shoots or meetings. Many freelancers miss out on legitimate deductions simply because they don't track them properly. Also consider the timing of income and expenses. Since you can't fix past returns, you might be able to strategically time some 2024 business purchases or defer some client payments to optimize your tax situation going forward. A good bookkeeping system will make running MFJ vs MFS comparisons much easier each year. The key is being proactive about tax planning rather than reactive. Set up quarterly check-ins to review your numbers and projected tax liability - this way you can make informed decisions about filing status before you're locked in.

Does anyone know if vision and dental expenses count as qualified medical expenses for HSA purposes? My employer contributes $750 to my HSA and I add $3,100 to max it out, but I'm not sure what all I can use it for.

Just to clarify one important point that might help with your AGI calculation - the $1,000 your employer contributes to your HSA is actually reported in Box 12 of your W-2 with code W, but it's NOT included in your taxable wages in Box 1. So when you're doing your taxes, you only get to deduct the $2,850 that you personally contributed. However, if you made your personal contributions through payroll deduction (which most people do), that $2,850 is also already excluded from Box 1 of your W-2, so you wouldn't take an additional deduction on your tax return. You only take the HSA deduction on Form 8889 if you made contributions directly to your HSA outside of payroll. The key thing for your AGI calculation is that employer HSA contributions never increase your income in the first place, so they can't reduce it either. Only YOUR contributions can reduce your AGI, and only if they weren't already excluded through payroll deductions.