“The Alamo” (1960)

Who was stroking their own ego: Western icon John Wayne. Wayne spent over a decade trying to get a film recounting of the Battle of the Alamo off the ground, and ended up directing and starring in the film himself. He pumped much of his own film into the passion project, which had a sky high at the time cost of $12 million (roughly $123 million today). Production was a bit of a mess, with actors like Richard Widmark complaining afterwards about Wayne’s directorial inexperience; the star’s longtime collaborator John Ford famously visited set and nearly took control of the project, causing a dispute between the two men. The film also received drubbings for acting as a blatant platform for Wayne to expouse his right-wing political views. To give him some credit though, Wayne initially wasn’t going to play the lead role himself, and only took it due to investors insisting he headline the film.
How it was received: Unlike many of the most notorious vanity projects, “The Alamo” was released to relatively OK public reception, although the film’s enormous cost kept it from making a profit, and forced Wayne to sell his share of the film to United Artists due to the debt it drove him into. Critical response was mixed, but the film managed to garner seven Oscar nominations due to intense lobbying on Wayne’s part.
Its biggest controversy came outside of Wayne’s control, when supporting actor Chill Wills ran an ad in Variety imploring Academy voters to select him by claiming the cast of “The Alamo” was praying for him to win harder than the real-life Texans at the Alamo prayed for their lives. Wayne was forced to apologize with an ad calling Wills’ claims “untrue and reprehensible.”