John Schlossberg & Caroline Kennedy

Without a doubt, John F. Kennedy left a huge legacy behind him when he was assassinated in the ‘70s. His daughter, Caroline Kennedy, was almost six when it happened. Today, she’s all grown up, and her children are just starting their careers. Her only son, and JFK’s only grandson, John Schlossberg, has already made an impression.

He, too, is an Ivy League graduate from Yale and Harvard. He’s even given acting a go, playing in a Blue Bloods episode in 2018. Schlossberg is in his late 20s now, and when we saw him on Today, in 2021, we were taken away by how much he resembles his mother.