The 'Sail' meme gained internet legendary status primarily through a viral video featuring a cat attempting to jump from one roof to another, only to fall short and plummet while the song 'Sail' by AWOLNATION plays in the background. The comedic timing of the cat's leap matching the heavy bass drop and the shout of 'SAIL!' turned it into a staple of internet fail culture. Beyond the original cat video, the format is used to emphasize moments of overconfidence followed by spectacular failure. It has evolved into a versatile template used for any situation involving falling, flying, or a dramatic attempt at success that ends in a hilarious disaster.