The functionality you're talking about is Mission Computer (MC) software dependent. I have no idea which software set they are basing the MC design on for DCS. Regardless, the pilot should be able to load separate coordinates into each PP MSN, assign a PP MSN to each JDAM, and release all the JDAM with 1 pickle depression. You shouldn't have to cycle PP MSNs and have multiple pickle depressions like WAGs shows in his video.