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After Grayson Gilbert died, John inherited his ring. When he first came back to Mystic Falls, he conspired with Isobel to destroy the tomb vampires under Katherine's orders. Around that time, Elena learned he was her biological father. After finishing his job, Katherine attempted to kill him, but failed and John left.
John Gilbert (born July 10, 1897, Logan, Utah, U.S.—died January 9, 1936, Los Angeles, California) was a romantic leading man of the silent era of film, known as the “Great Lover.”
- The Editors of Encyclopaedia Britannica
I wish he could have had a heart-to-heart with Elena when he was still alive, well, at least he got to be reunited with her during the S8 finale when Elena found peace (Jeremy wasn't there because he was still alive when Elena died, it was confirmed by Plec on twitter).
The Phantom of Paris (1931), originally intended for Lon Chaney (who died from cancer in 1930), cast Gilbert as a debonair magician and showman who is falsely accused of murder and uses his mastery of disguise to unmask the real killer.
YearFilmsRoleNotes1915Minor roleUncredited1915ExtraLost film Uncredited1915ExtraLost film Uncredited1916ExtraLost film UncreditedWhy did John Gilbert just die then Elena got resurrected? Didn't quite understood that part where Elena was about to be sacrificed.
John was estranged from his family for many years and returned to Mystic Falls when Elena's parents died in a car accident. He was portrayed as an alcoholic and a womanizer who had a strained relationship with his children.
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His death from heart disease closed one of the most colorful careers in the history of the film industry and threw Hollywood into mourning for he was beloved by all who knew him. Gilbert’s...