1) Add the cost for the contractors as a business expense under whatever category applies (usually Contract Services).
2) Yes, you should report all payments to contractors, regardless of the amount.
3) You may be able to use TurboTax Quick Employer Forms (QEF), a service we offer to customers who use the TurboTax Business, TurboTax Premium Online, and TurboTax Home & Business Download/CD. The service allows you to create and e-file Form 1099-NEC for non-employee compensation (contractor services).
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