He attended The Ross School, a private high school in East Hampton, Long Island.
He posted a photo on social media site Instagram that displayed a toilet paper roll made of $100 bills. He has had his own reality show called Flip It Like Disick.
He was born to Bonnie and Jeffrey Disick. He had three kids with Kourtney Kardashian, a daughter named Penelope and two sons named Reign and Mason. He briefly dated Christine Burke in 2016. He began an on-again/off-again relationship with Sofia Richie in 2017. He then began dating Amelia Gray Hamlin from 2020 to 2021. He began a relationship with Rebecca Donaldson in 2022.
He and Lamar Odom formed a friendship over dating Kardashian sisters.