Has anyone used SprintTax or OLT for reporting foreign income like this? TurboTax is completely confusing me with how to enter the T4A-NR information.

I'm dealing with a very similar situation - my husband worked in Canada for about 3 weeks and we received a T4A-NR form. What really helped me was understanding that the T4A-NR withholding rate depends on whether you're covered by the US-Canada tax treaty. If your spouse is a US resident, the treaty rate should be 15% for employment income rather than the standard 25% non-resident rate. You might want to check if the correct rate was applied to your withholding. If they withheld at 25% when the treaty rate should have been 15%, you can file for a refund of the excess. Also, make sure to convert the Canadian dollar amounts to US dollars using the average exchange rate for the year (the IRS publishes these rates). This is important for both reporting the income correctly on your US return and calculating the proper Foreign Tax Credit amount. The good news is that even though this seems complicated, it's actually a pretty straightforward situation once you know the steps. The key is just making sure you report it correctly on both sides to avoid double taxation.

Quick question - do you mail the 1040-X or can you e-file an amended federal return now? Last time I had to do this it was paper only and took forever.

From my experience as a tax preparer, whether you need to amend your federal return depends entirely on the nature of the error. If it was something like a state-specific deduction or credit that doesn't appear on your federal return, you're probably fine. But if it involved income, federal deductions, or anything that flows through to both returns, you'll definitely want to file that 1040-X. One thing I always tell my clients: when in doubt, amend. The IRS won't penalize you for correcting an error voluntarily, but they will charge interest and penalties if they catch it first. Since you already received your federal refund, if the amendment shows you owe additional tax, you'll need to pay that plus interest from the original due date. But if you act quickly, the interest should be pretty minimal. Also, keep good records of both your original and amended returns. The IRS sometimes sends notices years later asking about discrepancies, and having everything documented makes those situations much easier to resolve.

Don't forget about timing your business equipment purchases! If your LLC legitimately needs equipment, vehicles, or other qualifying assets, Section 179 expensing can let you write off up to $1,160,000 in 2025 (subject to phase-out thresholds). That's a perfectly legal way to reduce current year taxable income.

Another strategy to consider is income splitting if you have a spouse who isn't already in a high tax bracket. You could potentially employ your spouse in the LLC for legitimate business functions (marketing, bookkeeping, administrative work) and pay them a reasonable salary. This shifts some of the LLC income to them at potentially lower tax rates. Also, look into maximizing your business expense deductions that you might be missing. Many LLC owners don't fully utilize the home office deduction, business meals (50% deductible), professional development courses, industry conferences, and business travel expenses. These legitimate deductions can significantly reduce your taxable profit. If you're in a service business, you might also benefit from establishing a reasonable compensation strategy if you convert to S-Corp election. This can help reduce self-employment taxes on the portion of profits you take as distributions rather than wages, though you'll need to pay yourself a reasonable salary first.

Has anyone used the IRS Sales Tax Calculator online? It estimates your deductible sales tax based on your income and location, then you can add large purchases like vehicles on top of that. Helped me figure out I wasn't anywhere close to itemizing being worth it.

Just to add another perspective - don't forget about other potential itemized deductions beyond just the car taxes! Things like charitable donations, unreimbursed employee expenses (if you're self-employed), tax preparation fees, and certain investment expenses can add up. I was in a similar boat last year after buying a car, and while the vehicle taxes alone weren't enough to justify itemizing, when I added up my charitable giving ($2,400), some medical expenses that exceeded 7.5% of my income, and a few other things, I ended up about $500 ahead by itemizing. The key is to do a quick calculation of ALL your potential deductions before deciding. Even if the car purchase alone doesn't push you over the standard deduction threshold, it might be the piece that tips the scale when combined with everything else you paid during the year.

Quick tip from a tax preparer: If you receive a 1099-K that includes personal transfers, make sure you keep a "contemporaneous log" of your business income. Basically, track tips as you receive them in a notebook or app - date, amount, and maybe client first name (for privacy). This real-time tracking is MUCH stronger evidence than trying to sort it out later. If you're ever audited, having records you created at the time of the transactions will be viewed much more favorably than a spreadsheet you made right before filing taxes.

As someone who went through this exact situation last year, I can't stress enough how important it is to start organizing your records NOW rather than waiting until tax time. The 1099-K will show the gross amount, and you'll need to be able to justify which portions aren't taxable income. One thing I learned the hard way: Venmo's transaction descriptions can be super helpful for sorting business vs personal. Look for patterns - your massage clients probably use words like "tip," "service," or "massage" in their payment notes, while personal transactions might say things like "dinner," "rent," or just be emoji. Also, don't panic about hiring an accountant immediately. Try going through your transactions yourself first using the export feature, and if you get overwhelmed or your situation is more complex than expected, then consider professional help. Many tax preparers are familiar with this 1099-K mess now since it's affecting so many people. The key is documentation - keep everything showing how you determined what was business income versus personal transfers. Screenshots, spreadsheets, notes about regular clients, anything that shows your reasoning was legitimate and not just trying to avoid taxes.