Smarter than his grunting comedic persona suggested, Tim Allen turned his stand-up into one of the most successful Hollywood careers of all time. Early setbacks like the death of his father and a stint in prison gave Allen the drive to pursue comedy, and his affectionate dissection of the differences between the genders - focusing especially on the confusions of modern masculinity - spring-boarded him to stand-up stardom, leading to the massive hit sitcom, "Home Improvement" (ABC, 1991-99). The show won him buckets of awards and fans around the world for his portrayal of lovable lunkhead Tim "The Tool Man" Taylor. Notching a No. 1 book Don't Stand Too Close to a Naked Man, a TV show and a hit movie at the same time in a rare entertainment trifecta, and Allen went on to rule the box office with two trilogies: "The Santa Clause" (1994, 2002, 2006) and "Toy Story" (1995, 1999, 2010). Fans followed him to other projects, too; Allen toplined moneymakers like "Galaxy Quest" (1999), "Christmas with the Kranks" (2004) and "Wild Hogs" (2007). Even as his star momentum slowed, the goodwill Allen built up with his early, supernova-level success seemed to assure the comedian as long a career as he chose.