Robert Downey Jr.
Last Place of Education: Santa Monica High School (Santa Monica, California)
How Long Did He Last? Junior year
Reason for Ditching: Budding A-lister and easily distracted student Downey Jr. thought about his actor father's ultimatum to "either show up [to school] every day or quit and get a job" and went with the latter at just 15 years old.
How'd That Work Out? Downey, who notoriously struggled with drug abuse and served jail time during portions of his 20s and 30s, probably would have benefitted from a bit of straight and narrow. Still, there's no denying the guy's talent and resilience. Not only is the once-ubiquitous teen star (Weird Science, Less Than Zero, etc.) clean and sober, but he's been riding high on the Iron Man and Sherlock franchises and is arguably the most bankable male lead of his generation.