Do those store-bought kits usually include multiple forms? I need to do about 15 1099-MISCs this year, and some packages I've seen only include 5 forms.

The kits vary, but most I've seen include 10-25 forms plus one or two 1096 summary forms. If you need more, you can usually buy additional forms separately. The important part is that once you have the template software, you can print as many forms as you need if you purchase additional blank forms. Look for kits labeled as "1099 & 1096 Kit for Laser and Inkjet Printers" or something similar. Just be sure to check that it's for the current tax year, as the forms do change occasionally.

This tripped me up last year! To clarify, what exactly is supposed to go on 1099-MISC now vs 1099-NEC? I have both contractors and some royalty payments.

I accidentally filed everything on 1099-MISC last year even though they should have been on NEC, and had to amend all of them. What a nightmare.

3 This is such an important point. When I sold post-divorce, my accountant didn't initially factor in the £27k kitchen renovation we'd done, which would have significantly increased my CGT bill. Do things like a new bathroom count as "improvements" or just "maintenance"?

8 Great question about bathrooms. The distinction between "improvements" and "maintenance" is important for CGT. A completely new bathroom would typically count as an improvement and can be added to your base cost. However, just replacing existing fixtures with similar ones is usually considered maintenance and isn't allowable. The rule of thumb is whether you've enhanced the property's value or just maintained its condition. Extensions, loft conversions, new kitchens or bathrooms, adding central heating where none existed before - these count as improvements. Repainting, fixing a leaky roof, or replacing worn carpets are maintenance and can't be added to your base cost.

19 You should be fine as long as you sell the shared property before or on the same day you complete on the new purchase. If there's going to be a gap where you technically own parts of two properties, then yes, you could be hit with the higher rate. Timing is everything!

Thanks for this detailed breakdown! I didn't realize getting an EFIN was so involved. Do you know roughly how long the whole process takes from applying for a PTIN to getting approved for e-filing?

Getting a PTIN is pretty quick - usually just a few days if there are no issues with your application. The EFIN process is much longer. After you submit the application, get fingerprinted, and complete the background check, it typically takes 45-60 days for approval. So if you're thinking about offering this service for the upcoming tax season, you should start the application process immediately. And remember that you'll need to renew your PTIN annually, which means additional fees. The EFIN doesn't need annual renewal, but you do need to keep your information updated with the IRS.

This is misleading. An ERO still needs an EFIN from the IRS, which requires background checks and compliance with IRS e-file regulations. You can't just "become" an ERO without going through the proper channels. And for the PTIN holder, they're still taking on liability for returns they "sign" - most professionals won't do this unless they're properly compensated and have reviewed everything.

You're right, I should have been clearer. Yes, you still need an EFIN to be an ERO, which requires the background check and application process. What I was trying to say is that there are partnership arrangements where one person has the client relationship and another has the PTIN, working together to provide the service. It's definitely not a shortcut around IRS requirements - just a different business model. Thanks for the correction!

But OP said they're becoming a resident for tax purposes in 2025, meaning they're still a nonresident alien right now. I don't think nonresident aliens qualified for stimulus payments unless they were married to US citizens or residents.

I actually checked with the financial aid office already and they said they haven't processed anything for me recently. All my scholarship funds for last semester came through months ago, and the fall semester payments aren't scheduled to process until next month. The deposit definitely came from the Treasury Department based on the routing info.

I used it last year and honestly found it disappointing for quarterly payments. It's decent for annual filing, but the quarterly tool was basic and didn't save me much time. Plus it didn't sync well with my bank accounts. I switched to QuickBooks Self-Employed which is much better for tracking throughout the year and calculating quarterly payments accurately.

Thanks for the honest review! That's really helpful. Maybe I'll look into QuickBooks Self-Employed instead. I'm not doing anything super complicated tax-wise but just want something reliable that won't make me do all the math myself every quarter.

That's really helpful to know! So if this is my first year being self-employed, would I use my tax liability from last year when I was a W-2 employee as the safe harbor amount?

Exactly! Even though your situation has changed, you can use your total tax liability from last year's return (the total tax, not just what you owed at filing time) as your safe harbor amount. Divide that by 4 and pay that amount each quarter, and you'll be penalty-proof even if your self-employment income is significantly higher. Just remember that while this protects you from penalties, you'll still need to pay any additional tax you owe when you file your return. But at least you won't have those nasty underpayment penalties added on top!