Sage Steele and stand-up comedian and podcaster Aries Spears on a critique of wokeness and political correctness, self-care, the differences in culture and attitudes across various parts of the United States, the legacy of slavery, the importance of self-respect, and the ongoing challenges of race in America, Aries’ dislike of saggy pants, Spears’ struggles with maintaining his authenticity while navigating a career in Hollywood, his admiration for comedians like Dave Chappelle and Patrice O'Neal, Sage’s encouragement to persevere and come out victorious, overcoming obstacles, and Aries’ determination to keep pushing forward in his career, despite the difficulties he encounters.