This only makes sense when I realize that to conservatives, it’s an identity. They think it’s an identity that Taylor Swift should have because she’s (presumably) white, popular, rich, good looking, Midwestern, Christian, etc.
To them politics is not about ideas, or policies, or problem solving, or good governance. It’s all about identity.
Honestly, I understand what he means. She’s from a stupid rich family and grew up surrounded by country music influences. Statistically speaking, she probably would be a conservative.