Theory suggestions:

• Propaganda in the Information Age: Still Manufacturing Consent — Alan MacLeod (2019): for understanding corporate media.
• The Reactionary Mind: Conservatism from Edmund Burke to Donald Trump — Corey Robin (2017): for understanding the chuds.
• Bullshit Jobs: A Theory — David Graeber (2018): for understanding your boss.
• Debt - Updated and Expanded: The First 5,000 Years — David Graeber (2014): for understanding your debt.
• A People’s History of the United States — Howard Zinn (2005): for understanding the US.
• The Divide: A Brief Guide to Global Inequality and its Solutions — Jason Hickel (2017): for understanding wealth inequality under neoliberalism.
• Bowling Alone: The Collapse and Revival of American Community — Robert D. Putnam (2001): for understanding the atomization of American society.

19th century classics:

• The Conquest of Bread — Peter Kropotkin (1892): the ideas hold up, but the examples are quite dated.
• Mutual Aid: A Factor of Evolution — Peter Kropotkin (1891): was very influential over modern sociology, but of course newer research on this subject exists.