Start with high-confidence political history & ideas books, then narrow by subgenre or adjacent topics.
The Paranoid Style in American Politics
Richard Hofstadter, Sean Wilentz
The Sirens' Call
Chris Hayes, Penguin Audio
The Politics Book
DK, Paul Kelly
Anarchy Alive!
Uri Gordon
The Politics of Postanarchism
Saul Newman
The Wretched of the Earth
Frantz Fanon, Richard Philcox
Maxims and Reflections (ricordi)
Francesco Guicciardini, Mario Domandi
Dangerous Games
Margaret MacMillan
Nationalizing Mortgage Risk
Peter Wallison, Bert Ely
The Politics
Aristotle
Rage and the Republic
Jonathan Turley
Imagined Communities
Benedict Anderson
How Europe Underdeveloped Africa
Walter Rodney, Angela Davis
Minima Moralia
Theodor Adorno, Theodor W. Adorno
Late Fascism
Alberto Toscano
Revolution
Enzo Traverso
Disraeli and the Art of Victorian Politics
Ian St John
The Declarations of Havana
Fidel Castro, Ali Tariq
Cuban Revolution Reader
Julio García Luis, Julio Garcia Luis
Claim No Easy Victories
Firoze Manji, Bill Fletcher Jr.
A Scandal in Königsberg
Christopher Clark