Has anyone noticed that FreeTaxUSA sometimes has issues with the 8606 form? Last year I had to manually enter some stuff because it wasn't calculating my basis correctly after a conversion.

This is a really common mistake! At $95k income, you're definitely above the deduction threshold if you're covered by a workplace retirement plan. The correct approach is: 1. Don't take the Traditional IRA deduction - you're not eligible 2. File Form 8606 to report your $3,200 as a non-deductible contribution 3. Report the conversion to Roth on your return The reason your tax software is behaving this way is because you can't do both - either it's a deductible contribution (which you're not eligible for) OR it's a non-deductible contribution that requires Form 8606. Since you converted immediately, there shouldn't be any taxable gain on the conversion itself. You'll get a 1099-R next year showing the distribution, but since you're properly reporting the non-deductible basis on Form 8606 this year, the conversion won't be taxable. Think of it this way: you put in post-tax money ($3,200), so when you convert that same post-tax money to Roth, there's no additional tax owed. The 8606 is crucial because it tells the IRS "hey, I already paid taxes on this money.

One thing nobody's mentioned yet - in some states, forming an LLC (even as a DRE) means you'll have to pay additional taxes or fees that you wouldn't as a sole proprietor. In California, for example, there's a minimum $800 annual tax just for having an LLC, even if you make no profit! Definitely check your state's requirements before deciding. In some cases, the extra costs might outweigh the liability benefits, especially if you have a very small low-risk business.

For your jewelry business in Michigan, you're in luck! Michigan has relatively low LLC fees - just a $50 filing fee to create the LLC and no annual franchise tax like California has. Michigan also doesn't have that $800 minimum tax burden. However, you will need to file an Annual Statement with the state (around $25) to keep your LLC in good standing. Overall, Michigan is pretty LLC-friendly compared to states like California or New York. Since you're already doing Schedule C filing, the DRE route could work well for you - you'd get the liability protection without changing your federal tax situation, and Michigan's fees are reasonable. Just make sure to weigh the state filing costs against the potential liability protection benefits for your specific business situation.

Great question about the 1095-A as a dependent! I ran into this exact issue. Even though you're claimed as a dependent, you still need to report the 1095-A information on your return using Form 8962. The key thing is that you'll likely need to "repay" any advance premium tax credits that were paid to your insurance company during the year, since as a dependent you're not eligible to receive those credits. Make sure you have the correct SLCSP (Second Lowest Cost Silver Plan) amount from your 1095-A - that's often where the software errors come from. If your software keeps giving you errors, double-check that you're entering the monthly amounts exactly as they appear on the form, including any zeros for months you weren't covered. The good news is that this situation is pretty common and the IRS system handles it routinely. Just make sure you file the form even if it results in owing money - not filing it when you received advance credits can cause bigger problems later.

The 1095-A dependent situation can be really tricky! I went through this last year and learned the hard way that timing matters a lot with these forms. Since you mentioned filing so close to the deadline, just wanted to add that if your return does get rejected due to 1095-A issues (which happened to my friend), make sure you act quickly during that 5-day grace period someone mentioned earlier. One thing that really helped me was calling the marketplace directly (not the IRS) to verify the SLCSP amounts on my 1095-A were correct. Sometimes there are errors on the form itself, and the marketplace can issue a corrected version if needed. This is especially important if you switched plans mid-year or had coverage gaps. Also, since you're being claimed as a dependent, make absolutely sure your parents aren't also trying to claim any premium tax credits related to your coverage on their return. That can create a nightmare scenario where both returns get flagged. Coordination is key! The payment timing advice everyone gave is spot on though - always pay by the deadline regardless of acceptance status. I learned that lesson the expensive way a few years back.

Just a heads up, my cousin tried filing as MFJ without being legally married and got audited. The IRS made them refile separately and they had to pay about $4,200 in back taxes plus a 20% accuracy-related penalty on top. They also got flagged in their IRS account and have been getting more scrutiny on their returns for the last 3 years. The tax difference between filing properly vs improperly wasn't even worth the risk. Just get legally married if you want those MFJ benefits, or make sure one of you qualifies for Head of Household, which gets you some better tax breaks than just filing Single anyway.

This is a really important question that comes up a lot. Just to add to what others have said - the IRS is very clear that your marital status for tax purposes is determined by your legal status on December 31st of the tax year. No exceptions for "basically married" situations, unfortunately. One thing I haven't seen mentioned yet is that if you do decide to get legally married before December 31st, you can file as MFJ for the entire year, even if you only got married on December 30th. That's something to consider if you're planning to get married anyway. Also, when filing as Head of Household, make sure you keep good records of your household expenses (rent/mortgage, utilities, groceries, etc.) to prove you paid more than half the cost of maintaining the home. The IRS sometimes asks for this documentation during audits. The penalties for filing incorrectly aren't worth the risk. Head of Household status will give you better tax benefits than Single anyway, and you'll avoid the stress and potential financial consequences of an audit.

This is really helpful information everyone! I'm dealing with a similar situation where I need to understand my deceased uncle's financial situation for probate purposes. He lived in the US for about 10 years before passing away, and I'm his executor but live in Mexico. From what I'm reading here, it sounds like I definitely need his Form 1040 rather than just the W-2s his employer sent me. The estate attorney mentioned we need to account for ALL his income sources, and now I understand why - the W-2 would only show his job income, not any investments, rental properties, or other income he might have had. Does anyone know if there's a specific process for getting tax documents when you're handling an estate? I'm worried about the IRS phone situation that others mentioned - I can't afford to spend days on hold trying to get through to them.

For estate purposes from Mexico, you're absolutely on the right track wanting the Form 1040 instead of just W-2s. As executor, you have legal authority to request tax transcripts using Form 4506-T, but there are a few important things to know: 1. You'll need certified copies of your letters testamentary or letters of administration from the probate court 2. Request Form 4506-T specifically for estates - it's slightly different from the regular version 3. Consider requesting transcripts for the last 3-4 years, not just the final year, as courts often want to see the complete financial history The IRS can mail transcripts internationally, but it takes 6-8 weeks. If you need them faster, you might need a US address for delivery. One tip: if your uncle had any business income (Schedule C), rental properties (Schedule E), or significant investments (Schedules B/D), those details will be crucial for the estate valuation. The probate court will want to see ALL income sources, not just his employment. Given the international complexity and time constraints of probate proceedings, getting connected to an IRS agent who can walk you through the estate-specific process could save you months of back-and-forth paperwork corrections.