Donald Trump is facing a hard fight against Kamala Harris. Jon Stewart looks at Trump's half-hearted attempts to adjust to the new challenge and wonders if he's hatching a devious plan to help Biden take back the nomination, January 6th style. Plus, entrepreneur and minority owner of the NBA’s Dallas Mavericks, Mark Cuban, joins Jon to discuss disrupting the healthcare industry as co-founder of Cost Plus Drug Company. They discuss Silicon Valley’s goals of anointing Trump as CEO of America and serving as board members, the unpredictable future of AI, and how drug price transparency has changed the future of our healthcare system.