This happened to me! I had filed an extension and when I finally did my taxes, I got rejected because I had typed my SSN wrong on the extension form. Had to call the IRS to sort it out. Super annoying.

Oh man, that's scary. I haven't noticed anything unusual with my credit or accounts, but now I'm worried. How would I check if someone filed a fraudulent return with my info?

OMG thank you!! I just checked and you're right - I had their info in the EIC section even though I answered "no" to claiming them as dependents. Deleted their info from that section and resubmitted. Finally went through! Can't believe TurboTax doesn't make this clearer.

Glad it worked out! TurboTax does this annoying thing where it treats the dependent section and the EIC qualifying child section as separate things (which technically they are according to tax law), but they don't make it obvious to normal people. For next year, just remember that if you're not claiming them at all, you generally shouldn't enter their info anywhere in the return.

I called them last year about this exact error. 3 hours on hold only to be told I needed to mail in a paper return because their system couldn't handle my specific situation. Complete waste of time.

Thanks for this list! I hadn't thought about the phone mount or dashcam. Can you really deduct Spotify though? I use it while driving but isn't that kind of a gray area?

You can deduct Spotify if you're using it specifically for your business - like providing music for passengers as part of your service. It's considered a business expense if it's primarily for your customers' experience. If you're just listening to it yourself while doing DoorDash deliveries, that would be much harder to justify as a business expense since there are no passengers benefiting from it. It's all about whether it's necessary for your business operations versus personal enjoyment.

Yup, this is super important! I made that mistake with my first delivery car. I used actual expenses the first year when the car was new and had higher value for depreciation. When the car got older and needed fewer repairs, standard mileage would have been better but I was stuck with actual expenses. For parking and tolls - gig drivers should use apps that track these separately! I use the Stride app for mileage and the Everlance app to snap photos of parking receipts. Makes tax time way easier.

Thanks for pointing this out! I didn't realize that choosing actual expenses would lock me in for the life of the vehicle. That's definitely something to consider since I might keep this car for several years. And I had no idea about the parking fees and tolls! I've probably spent around $200 on parking in downtown areas for pickups/deliveries. Good to know I can deduct those on top of the standard mileage.

Does this apply to supplemental property tax bills too? I thought those were different since they're retroactively assessing tax for periods before the bill was created.

Supplemental property tax bills are actually a good example of properly assessed taxes. Since the supplemental bill has already been issued with specific amounts and due dates, it has been officially assessed by the tax authority. The concern I was mentioning applies more to trying to prepay future regular property tax installments that haven't been billed yet. With supplemental bills, both installments are typically assessed at the same time when the bill is issued, even though the second payment is due months later. So paying both installments in the same tax year for deduction purposes is usually fine with supplemental bills.

Yes! We challenged our supplemental bill and got it reduced by about $1,800. The key is to file the appeal quickly - most counties have a deadline of 60 days after receiving the bill. We provided our closing documents showing the actual purchase price and they adjusted it.

Do you have any recommended books or resources that give a more nuanced view of progressive taxation beyond the textbook definition?

For a more nuanced understanding, I recommend "Taxing Ourselves" by Joel Slemrod and Jon Bakija - it explores different tax bases and structures without getting stuck in the income-only paradigm. "The Triumph of Injustice" by Saez and Zucman also has excellent discussions of wealth-based progressive taxation alternatives. For historical perspectives, "Fiscal Regimes and the Political Economy of Premodern States" edited by Monson and Scheidel provides fascinating examples of progressive taxation based on various metrics across different civilizations. These sources paint a much more complete picture than standard economics textbooks.

That's fascinating! Do you think there's any chance we'll see a broadening of how we define and implement progressive taxation in the near future? Especially with all the discussions about wealth inequality?