It is because Plex sees the first show (the failed one) as the same episode as the second one that was already recording. Since there is a lack of anything that defines it as a different episode in the xmltv guide (that plex goes off of anyway), it will not record. Plex goes off of the Title of the program first (“PGA Tour Golf”), and then if it is the same as a different show with the same title (again, “PGA Tour Golf”), it goes to episode number. If that doesnt exist, then original air date is used to determine if it is different. You have to have at least a SxxExx format in the episode-num xml tag, or a different original-air-date xml tag for each of these two PGA Tour Golf entries so plex will recognize that they are different/unique shows.
