Because you like Kathleen Kelly in You've Got Mail
Ron Weasley
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What Ron Weasley lacks in motivation and book smarts, he makes up for in loyalty and street smarts. See them in Harry Potter Series.
Jack Sparrow
5887
He's an eccentric pirate making it up as he goes along. He's Jack Sparrow, savvy? See them in Pirates of the Caribbean: the Curse of the Black Pearl.
Chandler Bing
4063
Chandler Bings keeps his friends on their toes with his cutting wit, all the while trying to discover his own place in life. Could he BE any funnier? See them in Friends.