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On the right hand, you have Matt Damon who was a struggling actor for years but during the last 15 years, he had an impeccable track-record and has become one of the best actors of his generation.
On the left hand, you have Ben Affleck who also started as a struggling actor, then became a promising up-and-coming actor, then box-office King, then the worst actor alive and finally an acclaimed new director.
Back then, they were basically 2 kids who finally managed to get their breakthrough and managed to get an oscar on the way.