Schlossberg has over 725,000 followers on Instagram, where he often shares photos and videos related to his paddleboarding hobby as well as political content. He also has over 800,000 followers on TikTok and has received nearly 20 million likes.
He’s also shown that he has a sense of humor. In July 2023, a series of lighthearted videos Schlossberg posted to Instagram about the downsides of eating at restaurants went viral.
He also frequently lip syncs to songs and has even shown off his Australian accent impression.
Secretary of State John Kerry once said of him, “A sense of humor is not genetic, but apparently in the Kennedy family, it can be inherited. In President Kennedy’s grandson, Jack Schlossberg, this quality seems to abide.”
“I’m a silly goose — a silly goose who’s trying, just trying, to get the truth out there,” Schlossberg told Vogue.
However, Schlossberg has also been criticized in recent years for unconventional social media presence, with even some family members criticizing his “trolling,” particularly of his cousin Robert F. Kennedy, online, The New York Post reported.
“I hope he gets the help he needs,” Kennedy’s daughter, Kathleen “Kick” Kennedy, told The Post in February.