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Evan Agostini/Getty Images, Rob Kim/Getty Images for Buzzfeed News
The resident bad boy of Laguna Beach and The Hills ran into nothing but trouble after his time on the reality series: drugs, DUIs, fights, arrests…you name it. It wasn't until he appeared on Celebrity Rehab with Dr. Drew Pinksy that he finally cleaned up.
Jason went on to marry girlfriend Ashley Slack, a relationship he claims is his first sober one, and he and "the most beautiful, loving, kind and caring woman I know" welcomed daughter Delilah Ray in August 2017 and son Wyatt Ragle in June 2021. The founder and owner of Widespread Recovery, he continues to be open about his struggles, both while he was on The Hills: New Beginnings and during his YouTube series, JAWS Diaries with Jason & Ashley Wahler.