His obsession with Taylor Swift brings to mind reading about that in the Apprentice book.
Variety has an excerpt of it here..

Jun 27, 2024 1:47pm PT
Listen to Donald Trump Gush Over Taylor Swift in Apprentice in Wonderland Audio: I Think Shes Very Beautiful, Actually
By William Earl
Apprentice in Wonderland details many behind-the-scenes stories about Trump while he hosted the popular NBC series and explains how it paved the way to his U.S. presidency. The book recounts Trumps meltdowns on set, an obsession with Debra Messing and much more...
Setoodeh: What do you think about Taylor Swift? One of the most famous people right now.
Trump: Yeah, I think shes beautiful, very beautiful. I find her very beautiful. I think shes liberal. She probably doesnt like Trump, but I hear shes very talented. I think shes very beautiful, actually, unusually beautiful.
Setoodeh: Do you like her music?
Trump: Dont know it well, but she is liberal, or is that just an act?
Setoodeh: Shes liberal.
Trump: Shes legitimately liberal.
Setoodeh: I think so, yeah.
Trump: Its not an act.
Setoodeh: No.
Trump: It surprises me, you know. It surprises me. It surprises me that a country star can be successful being liberal.
Setoodeh: Well, I think shes sort of moved on from country cause now shes more pop.
Trump: I think so. Garth Brooks is liberal.
Setoodeh: Uh huh.
Trump: Explain that, right?
Setoodeh: I dont know how that happened.
Trump: I mean, how did that happen, right? But hes liberal and so, you know, its one of those things. You know, I think shes got a great star quality.
https://variety.com/2024/music/news/donald-trump-taylor-swift-audio-apprentice-in-wonderland-1236053579/