The 'Never Fight Uphill, Me Boys' meme originated from a campaign rally in April 2024, where former President Donald Trump gave a unique and dramatized retelling of the Battle of Gettysburg. During the speech, he attributed the quote to General Robert E. Lee, using a distinct cadence and phrasing that many internet users found reminiscent of a pirate or a classic storybook character. The phrase quickly went viral on social media platforms like X (formerly Twitter) and TikTok, where creators began pairing the audio and text with various historical, gaming, and everyday scenarios. It is primarily used to satirize historical inaccuracies, provide mock-serious advice, or simply to celebrate the absurdity of the specific vocal delivery.