Start with high-confidence advertising design books, then narrow by subgenre or adjacent topics.
Ogilvy on Advertising
David Ogilvy
101 Things I Learned® in Advertising School
Tracy Arrington, Matthew Frederick
The Complete "masters of the Poster"
Stanley Appelbaum
Art of Dancehall
Walshy Fire
Hey Whipple, Squeeze This
Luke Sullivan, Anselmo Ramos
No Sleep
DJ Stretch Armstrong, Evan Auerbach
Designers Don't Read
Austin Howe