Popular stand-up comedian and chess broadcaster Samay Raina allegedly is in a difficult period after a recent scandal. Raina, formerly renowned for his keen sense of humor and biting wit, has been battling with what insiders call a loss in his comic delivery. He is thinking about postponing his much-awaited US trip since his jokes are not as planned and the weight of internet criticism is compromising his mental health. The paper explores his current challenges, the effects of controversy on comedians, and the possible change in his career path among personal and professional conflict.