The 'I Cannot Win' monologue originates from the 'Yes or No' episode of the Dropout series Game Changer, featuring host Sam Reich and contestant Brennan Lee Mulligan. Throughout the episode, Brennan becomes increasingly frustrated as he realizes the game's rules are being manipulated so that he can never score a point. His eventual breakdown is a masterclass in comedic intensity, involving a philosophical rant about the nature of winning and the cruelty of the 'game.' The meme template is frequently used to express feelings of hopelessness in the face of rigged systems, bureaucratic red tape, or simply the overwhelming challenges of daily life.