15. Randy Quaid
The actor, known for his role in Brokeback Mountain among over 90 other films, encountered financial difficulties alongside his wife. They were accused of failing to settle hotel bills exceeding $10,000 and subsequently resorted to squatting in the guest house of a property they once owned.
In 2010, Reuters disclosed that the couple was arrested for squatting, highlighting a significant downturn in the actor’s circumstances. This phase of financial strife and legal issues marked a stark contrast to the actor’s successful career in the film industry, underscoring the challenges he faced beyond the screen.
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