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Trump says a peace deal with Iran is imminent, but he’s been making that claim for months. Jon Stewart examines Trump’s shaky record as a negotiator, despite his self-proclaimed status as the best in the world and argues that his "Art of the Deal" is really just the art of trolling . Plus, the Freedom 250 concert continues to unravel as more headliners drop out, and former TDS News Team correspondent Olivia Munn stops by with a heartfelt tribute that was definitely not intended for Stephen Colbert. Jason Bateman also joins Jon to talk about his new projects, Netflix’s Black Rabbit and HBO’s DTF St . Louis, sharing how the latter found its unique voice and reflecting with Jon on aging, fatherhood, and the loneliness of kids leaving for college.