The 90s ended 23 years ago. And to not just live through but also “care” about MsS doings in the 90s someone needs to be even older.
Its really not that far fetched that a lot of younger people may see MS in a more positive way than you do apparently.
Not only doesn’t he like the peasants winning, he also doesn’t like to be reminded that the peasants are indeed in power - because his lordship relies a lot more on them than vice versa.