I recommend The Warmth of Other Suns for its clear view of the Great Migration through three lives. It is long, and parts are painful, but the people give the history weight. Choose it if you want a story that helps explain how modern America took shape.
I recommend the tenth-anniversary edition of The New Jim Crow as a forceful starting point on race, prison, and life after a conviction. Read it alongside serious criticism, especially on violent crime and class. It makes a clear case, but it is not a complete account of the U.S. justice system.
Start with Animal Farm for a short, sharp story about power. Choose Nineteen Eighty-Four next for a darker novel, or Down and Out in Paris and London for nonfiction. My seven picks cover Orwell's range, from empire and poverty to war and the pull of home.
To understand Kirk's case for Trump, start with The MAGA Doctrine. Choose The College Scam for his view of college costs. Choose Stop, in the Name of God for his case for Sabbath rest. The political books argue for his side.