Military Career won't progress

Recently streamed the game and recorded it (will eventually be on Youtube). One of my Sims has the Military career choice. Currently has enough points in his skillset to progress, and a couple friends, but he's still stuck in recruit mode despite going to work generally happy. Other characters have been able to move forward in their careers (sports, entertainment and criminal, respectively); can't seem to find anything specific about it but, yeah.

This is for the PC edition of the Sims 1 Legacy collection on Steam.