Reddit mentions of So You Wanna Be a Rock & Roll Star: How I Machine-Gunned a Roomful Of Record Executives and Other True Tales from a Drummer's Life

Wise.

I read a book by a guy from that 90s band Semisonic. (this one: https://www.amazon.com/Wanna-Rock-Roll-Star-Machine-Gunned-ebook/dp/B000FC1R46)

The American music industry is (was?) more similar to this than most fans realize. Semisonic's "Closing Time" was ubiquitous for years, yet the band wound up pretty much broke after working their asses off under standard recording industry contracts.

Two of my favorites of similar themes -

So You Wanna Be a Rock & Roll Star by Jacob Slichter (Semisonic's dummer)

Kanye West Owes Me $300 by Jensen Karp

Not quite totally in the pop genre but two memoirs I really enjoyed as someone who plays music. The Semisonic one is about a one hit wonder (on the pop charts at least) and Kanye West Owes Me $300 is about a never was but they were really good memoirs on the music business from a personal perspective. And they both show the ups and the downs but it's not all dark at all, I thought both books were pretty hilarious (especially Karp's) and they were both quick reads. So they're both not totally pop but if you're interested in what it's like to be a professional musician I would definitely recommend.