57. 'The American Success Company' (1980)
As American cinema changed, so did Jeff Bridges – and this film captures him in mid-career-transformation from good old boy to domesticated schmuck. He plays a weak-willed husband who decides to win back the favor of his wealthy heiress wife and her credit-card–mogul dad by turning himself into a cool, callous ladies' man. It's an absurdist satire that feels more like a series of pointed, broad sketches than a proper movie. Bridges is actually called upon to do quite a bit in this, and he gives it the old college try ... but it probably would have worked a bit better with a schtick-friendlier actor in the part. He's ultimately too chill an actor for this.