No, you do not have to enter each payment individually - enter the sum. PayPal may send you a Form 1099-K at the end of the year, but you can add up receipts from monthly statements and report those.
Yes, you can still upload your W2 to TurboTax Self-Employed. One TurboTax program (Self-Employed or Home & Business) program will allow you to report all your income (W-2, 1099, PayPal, etc) and prepare your tax return.
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