Andre Agassi, 55, appeared at Newark Airport dressed in black-and-white plaid pajama pants, heading to the fourth annual Pickleball Slam in Hollywood, Fla. The event, held at a casino theater with a million-dollar prize, features a 'battle of the sexes' format pitting Agassi and James Blake against Genie Bouchard and 19-year-old Anna Leigh Waters. Pickleball's growing appeal lies in its level playing field—smaller court, lower net, and slower ball pace—making it accessible across generations and genders.

Agassi's preparation included months of training, though his pre-flight mood soured when a stranger confused him for Jeff Bezos. Over recent months, he's embodied 'Fun Andre'—affable, self-deprecating, and generous with fans—while also channeling 'Philosopher Andre,' who offers emotional clarity and wisdom like 'The human condition is undefeated.' Rarely seen but present, 'Dark Andre' remains brooding and perfectionist, a shadow of his former competitive tennis self. After two decades of quiet retirement in Las Vegas with wife Steffi Graf and their two children, Agassi is reemerging as 'Andre 2.0,' actively expanding his pickleball presence under the guidance of former pro Justin Gimelstob.