If the two checks were to two different parties, you may just enter a record straight into the 1099 work file for each party (go into 1099 Work File and click NEW). You may enter records in the 1099 file even if no “vendor” code or record exists. Note: when you enter the record into the 1099 work file, take care to change the year to 2014 (it defaults to 1950). The amount you paid them should be entered in the YTD Payments field (assuming you want it to print in Box 7 on the form).