If you have saved the previous years TNM1099.L## (## is your division number) report file in PDF format, then you will be able to print that file, or any of the 1099's, with the prior year's date.  Otherwise you will be able to sign on with the year end date you want to run the 1099's for, and create a report with the correct amount, but will not be able to produce the forms with the correct year date.