For several weeks now, I have been trying to enter my 1099-NEC for 2020 (separate from my standard W-2), but every time I end up on the page asking "Did you have any self-employment income?" and click "Yes," the page simply reloads and asks me the same question. When I try reaching out to TurboTax support, even when I submit an online question, they only let me "talk" to a pre-recorded set of dialogues, none of which have helped me in any way. Should I just restart my entire tax form at this point? Have I missed a place where I can more directly ask for support from their technical help people?
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You should not have to start your return from scratch to enter your self-employment income. Try using the approach described below to get your Schedule C and Form 1099-NEC entered into your tax return.
TurboTax will guide you through the process by asking you questions one step at a time.
Use these steps to go to the Schedule C section of your return:
Once your Schedule C is set up, use the Add Income option to enter the details from your Form 1099-NEC.
Take a look at the following TurboTax article for more information: Does a 1099-NEC or 1099-MISC mean I'm self-employed?
This solution leads me back to the same issue.
Whenever I click "Jump to Schedule C," it takes me to the same page that says "Did you have any self-employment income?" When I click "Yes," the page still only reloads, and gives me the exact same question without ever giving me an option to enter my 1099-NEC. No matter how many times I click "Yes," it just links back to the question "Did you have any self-employment income?"
For context, over the past few weeks, I have tried logging out and back into my account numerous times, logging in at different hours and days to make sure it isn't a traffic issue on the website, reset all the cookies in-use, and disabled any ad/pop-up blockers for the site. Despite all of this, I still have yet to have the "Yes" button on the "Did you have any self-employment income?" take me to any other page.
What version of TurboTax are you using? Usually you should see an upgrade screen if you are in a lower version that does not handle self-employment.
Rather than using the Jump to feature try clicking starting Self-Employment Income and expenses in Wages & Income / Self-Employment.
Or go to Other Common Income and select Form 1099-NEC.
I am using the TurboTax Free Edition through a browser on my laptop. It looks like this must be my issue, though I should also note that clicking the "Upgrade" button doesn't do anything for me either...
I am going to find a different way to file those specific taxes separately – the only reason I have a 1099-NEC in the first place is because I briefly took up a delivery service job at the onset of the COVID-19 pandemic when my primary career took a massive hit (and has since largely recovered), and I don't plan on picking that supplemental job back up again in the future, so paying over $100 for a one-time use feature doesn't make logistical sense to me.
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