Has anyone tried other full-service options like H&R Block or the newer services like Keeper Tax? Wondering if there's actually a good option out there or if they're all equally disappointing.

Wow, this thread has been incredibly helpful! As someone who's been dreading tax season because of similar horror stories, it's great to see actual solutions being discussed. I'm in a similar boat to the OP - switched jobs twice last year plus some freelance work, and I was considering TurboTax Full Service but clearly dodging a bullet there. The AI tax tool (taxr.ai) that Victoria mentioned sounds really promising, especially the part about flagging audit risks upfront. That's exactly the kind of guidance I need without the human error factor. And honestly, the Claimyr service could be a lifesaver too. I've had to call the IRS before and it's absolutely brutal - spent an entire afternoon on hold just to get disconnected. Having something that can navigate that nightmare for you seems worth every penny. Thanks everyone for sharing your real experiences. This is way more valuable than any review site!

Anyone know if TurboTax handles the cash basis inventory situation better than Tax Act? I'm having the exact same issue and wondering if switching software would help. I sell handmade jewelry and have about $4,000 in materials inventory at any given time. Definitely under the $25M threshold lol but still confused about how to report it.

This is exactly the confusion I ran into last year! The key thing to understand is that even as a cash basis business, the IRS still wants you to track inventory if it's "material" to your business operations. What helped me was realizing that Tax Act (and most software) is just following the standard Schedule C format, but there are options buried in the settings. Look for something like "inventory accounting method" or "simplified inventory method" - it's usually not on the main inventory screen but in an advanced settings area. Since you're clearly under the $25M threshold, you should be able to elect the simplified method. This lets you treat your inventory purchases more like regular business expenses. The software will still ask for beginning/ending inventory values because the form requires it, but it will calculate your COGS differently based on the method you select. One tip: make sure you're consistently applying whichever method you choose. The IRS doesn't like when businesses flip back and forth between inventory accounting methods without proper justification. If you've been expensing inventory purchases in previous years and it worked, you might want to stick with that approach or consult with a tax professional about making a formal accounting method change.

If your gift cards were received as gifts (not as payment for services or work bonuses), selling them for less than face value is basically a personal loss. I'm not a tax professional, but I've been in the US on a work visa for 6 years and have done this many times. Think of it like selling a used item from your home - if you sell your used TV for less than you paid for it, you don't report that as income. Same concept applies here.

Just to add another perspective as someone who's dealt with this exact scenario - I'm a non-citizen on an H-1B visa and have been selling unwanted gift cards periodically for about 3 years now. The key insight that helped me was realizing that the IRS is primarily concerned with tracking income, not losses. When you sell gift cards for less than their face value (which is almost always the case with sites like CardCash), you're not generating taxable income - you're actually incurring a loss. For non-citizens, the reporting thresholds and requirements are the same as for citizens in this situation. Your immigration status doesn't change the fundamental tax treatment of personal property sales at a loss. That said, I do keep basic records (screenshots of the transactions, amounts received) just in case, but I've never had to report any of these sales on my tax returns. The amounts are typically small and always below the original gift card values, so there's simply no taxable event occurring. The fact that CardCash doesn't issue tax forms actually makes perfect sense from a tax perspective - they're facilitating a sale of your personal property, not paying you income like an employer would.

Has anyone had issues with sales tax being included on their 1099-K? My platform reports the full transaction amount including sales tax on the 1099-K, but the sales tax isn't actually my income since I remit it to the state. Should I still report the full 1099-K amount on Schedule C and then deduct the sales tax portion as an expense?

I went through this exact same situation last year with my consulting business. I had multiple 1099-Ks from different payment platforms totaling about $15K, but my actual business income was much higher since I also received direct payments and checks. The key thing to remember is that you report your TRUE total business income on Schedule C Line 1 (gross receipts), not just what's on the 1099-Ks. The 1099-K is just third-party verification of some of your payments - it doesn't limit what you can report as income. When you enter the 1099-K information in your tax software, it's mainly for IRS matching purposes. The software should automatically include those amounts in your Schedule C totals rather than creating separate income categories. Just make sure your Schedule C gross receipts line reflects ALL your business income for the year, including the $9,500 from that 1099-K plus everything else you earned from your reselling business. One tip: keep detailed records showing how your 1099-K amounts tie into your total reported income. This helps if the IRS ever questions the numbers during their automated matching process.

Has anyone had issues with FreeTaxUSA specifically not showing HSA contributions correctly in the adjustment section? I'm wondering if this is a software issue rather than an employer reporting problem.

I've been dealing with HSA reporting confusion myself and found that the key is understanding the difference between employer contributions and employee contributions. If your employer makes contributions to your HSA (which would show up in Box 12 with code W), those are already excluded from your taxable income and shouldn't appear as an adjustment on your tax return. However, if YOU made contributions directly to your HSA account (not through payroll deduction), then those would need to be entered as an adjustment to income. Also worth checking: some employers split HSA contributions between payroll deduction (pre-tax) and direct deposits to your HSA account. The direct deposits would need to be claimed as a deduction even if they show up on your W-2. The IRS Publication 969 has a great flowchart that helped me figure out exactly which HSA contributions I could deduct versus which ones were already excluded from my taxable wages.