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After you file
No and Yes. No, you still should file Copy A along with Form 1096. It was due January 31, 2020. The sooner you file the better.
Yes, your contractor can file Copy B.
2019 Form 1099-MISC Instructions:
Filing date when nonemployee compensation (NEC) payments are reported in box 7. Section 6071(c), requires you to file Form 1099-MISC on or before January 31, 2020, if you are reporting NEC payments in box 7, using either paper or electronic filing procedures. For all other reported payments, file Form 1099-MISC by February 28, 2020, if you file on paper, or March 31, 2020, if you file electronically.
March 13, 2020
8:22 AM