Bloody Crossroads 2020 takes a deep dive into the role that mass-appeal movies, television, videos, and music played in America's political culture in the year of Donald Trump's failed reelection campaign. The book also explores the impact of entertainment celebrities in communications, fundraising, and campaigning to support the election of Joe Biden. Trump's ascension to the presidency in 2016 triggered an unprecedented level of engagement by artists and performers. Within days of the 2016 election, a critical mass of entertainers all seemed to have heard the tom-tom beat of resistance at the same moment and amplified a moral alternative to Trumpism. That level of engagement intensified with rare passion and purpose in the period of 2020 chronicled in Bloody Crossroads 2020, culminating in Trump's failed insurrection. Bloody Crossroads 2020 draws from brand-new interviews with Bruce Springsteen, John Legend, Rosanne Cash, David Simon, Adam McKay, Chuck D, David Corn, Mandy Patinkin, and many more. It also explores the important political activities of entertainers like Stephen Colbert, Trevor Noah, Taylor Swift, Cardi B, Alyssa Milano, Mark Ruffalo, Jane Fonda, Robert De Niro, Bette Midler, Steven Spielberg, Spike Lee, Ava DuVernay, Dave Chappelle, Chris Rock, and Wanda Sykes.