The 40-year-old actor-director confided in Damon about his insecurities, saying he felt his movies were unsuccessful and he was more in demand for magazine shoots than his art, reported Contactmusic.
"I would call him from Prague and say How are you?. He'd go You know, I'm in the absolute worst place you can be. I can sell magazines but not movie tickets," Damon said.
"I was like, It's going to be a long, long, long walk back up the hill.' But he knew he could do it because he's a writer, he's a director, he's incredibly talented," he added.
"He just took a public beating for a long time. Now, when I tell people how great he is, they don't roll their eyes anymore. They agree," Damon said.