Got one that's a stumper.
I head a small non-profit company in Texas. This relates to federal not stae taxes. We laid-off an employee, but kept him on the payroll for an additional time as a severence/vacation pay. During that period we released money to him from a designated account that we were holding as a liabilty. (He was a former employee of a church and that church sent us a designated donation to help pay his wages. If he was terminated before the money ran out, it became his). We paid him from our designated account.
Since he was no longer an employee on the date we paid him, can we issue him a 1099? (Which we did,but have been told we can't because he had not received his final check yet. Can we simply amend the W2 and add the amount (no taxes were taken out) in the "other" box? We've been told that we have to go back and add the amount to his wage amount on thw W2. That creates a huge headache. Your help would be appreciated.