List of the most depressing celebrity trainwrecks of all time. These sad tales of tragedies and unfortunate turns in the lives of stars are just a small glimpse into the price of fame. Unlike the most entertaining celebrity trainwrecks, the famous people featured in the list endured personal hardships and battled inner demons that caused sadness and grief to their family, friends, and millions of fans all over the world. The list includes rock and pop music royalty, former child stars, and even the sexiest women in Hollywood. Most of the most heartbreaking stories of celeb train wrecks end up in the untimely death of a star, whether they died at a young age or just when their career was just taking off.
Global superstars like Michael Jackson and Whitney Houston often made headlines not just for their music and career, but also for their personal battles with addiction and other personal issues. These senseless, shocking, and devastating stories show that the rich and famous are not exempt from pain, sadness, and tragic consequences. Most, if not all, the stars on this list of depressing Hollywood trainwrecks continue to be a part of people's lives, even though some of them have passed away. They have even become legends of music, film, and pop culture because of their downward spiral. Meanwhile, other internationally renowned celebs like Britney Spears and Matthew Perry were able to overcome their battles and return to a sober, more normal life outside of the spotlight.Who is the most depressing celebrity trainwreck of all time? Vote up for your pick from the list and see how other Ranker members voted. If you really want to feel even more depressed, check out this list of celebrity members of the 27 Club and list of musicians who died in plane crashes.
Age: Died at 33 (1964-1997)
Birthplace: Madison, Wisconsin, USA
Age: Died at 33 (1949-1982)
Birthplace: Humboldt Park, Chicago, Illinois, USA
Age: Dec. at 49 (1963-2012)
Birthplace: Newark, New Jersey, United States of America
Age: Dec. at 47 (1922-1969)
Birthplace: Grand Rapids, Minnesota, United States of America
#59 on The Best Singers of All Time