Instead of always being a school principal or corporate owner, how about this:
Sjena (Good Sombra) and Sombra (...guess) are twins who are legendary actors on Bridleway. After their star-making turn as the two halves of Jekyll and Hyde, Sjena became typecast for tortured heroes and Sombra became typecast for bombastic villains. Much to the surprise of their friends, Fluttershy and Sour Sweet are both megafans.