After leaving In Living Color in 1994, Carrey went on to film movies. In fact the year 1994 was in fact Jim Carrey's huge rise to stardom. He started in Ace Ventura: Pet Detective which he co-wrote in order for the character to fit his comedy. He made it very memorable.
He stared in the sequel 2 years later Ace Ventura: When Nature Calls (1996)
1995 was pretty good too. He got casted as The Riddler in Batman Forever (1995)
The Cable Guy (1996) was a little dark but still good. Even if it's not one of his best comedies I still would rather watch that than Adam Sandler's Jack & Jill anyday. Liar, Liar (1997) was funny and it kept showing a lot of his physical comedy. This especially after his son in the movie wishes that for one day he can't tell a lie and Jim's character has a hard time lieing.
Though the next couple years Jim Carrey began to show a little more of his acting signs with The Truman Show (1998) where he plays a character where his whole life is a TV show. He portrayed the late comedian Andy Kauffman in Man on the Moon (1999). Both roles got him 2 Golden Globes but no Oscar nominations. Damn you Academy members you seem to like Sean Penn and George Clooney too much or they have their heads up your "you know whats". Anyway he was also in some great dramas like The Majestic (2002). Now that was a great movie I think he should have been nominated for the Oscar for that. I WOULD RENT IT IF I WERE YOU!! Also did Eternal Sunshine of the Spotless Mind (2004) a comedy/drama. That was pretty good and he got nominated for a Golden Globe for that but no Oscar nomination.
But during the time he was able be in those dramas he still was able to make some more great comedies & family movies like Me, Myself & Irene (2000), The Grinch (2000), Fun with Dick & Jane (2005), Lemmy Snickets's A Series of Unfortunate Events (2004), and one of my personal favorites Bruce Almighty (2003).
That's it for Carrey for now and on to Adam Sandler's rise also starting in the Mid 90's like Jim Carrey. He started in of course Billy Madison (1995) after leaving SNL.
Next he moved on to Happy Gilmore
Those movies I think are all time classics of his that showed his true comedy style. Which got him to become more of a box office success later with Big Daddy (1999), the romantic comedy The Wedding Singer (1998), and of course my personal favorite The Waterboy (1998).
The success of those movies helped him to launch his Movie Production company "Happy Madison Productions" in which helped his SNL buddies Rob Scheinder and David Spade stay in Hollywood and become stars themselves in movies they stared in like The Hot Chick (2002), Deuce Bigelow: Male Gigolo (2000), and Joe Dirt (2001). They were pretty good. Sandler thought still made some bad movies like Little Nicky (2000). But still he was able to break out some good comedies like Mr. Deeds (2002) 50 First Dates(2004 another romantic comedy with Drew Barrymore)and Anger Management (2003) with Jack Nicholson.
But, Sandler was able to show a little bit of his acting chops with movies like Punch Drunk Love(2002) that got him nominated for a Golden Globe and in Spangish(2004).
Up till the Mid 2000's Jim Carrey and Adam Sandler were not only the most box office successful comedian but actors in Hollywood. I'll examine how their careers are currently going, what have they won and what potential I see them going in Part 3: Right Now and where do they go from here. That will be the final Carrey/Sandler post and I'll let you determine who is better.
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