Hello, thanks for any advice in advance. If this is not the correct place, I apologize. In November 2022 a contractor performed a job to completion. The invoice was sent to me via a factoring company with a Notice of Assignment document. We require a signed BOL and W9 to process the payment. No W9 was provided so the invoice sat until we received proper documentation. The factoring company called to check on the unpaid invoice to which we said that we are still in need of a W9. The factoring company sent a 2022 W9 on behalf of the contractor that happens to no longer be in business. My question- Do I need a 2023 W9 for the contractor to process the payment to the factoring company since technically this is a 2023 payable? Or, how do I handle this for tax purposes? Thank you!

I need to issue a 1099 to a contractor and we double paid an invoice for them in December. The same invoice was paid twice. They will send us the money in January so this entry will be booked in January because we are on cash basis. Do we show this double payment on the 1099 ($20K vs $10K) or how do we deal with this? Thank you!