25. Little Big League (1994)
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What happens when your grandfather suddenly passes away and leaves 12-year-old you in charge of the Minnesota Twins? You decide to coach the team, of course. Billy Heywood proves to be very knowledgeable about the game but must find a way to earn the respect of the clubhouse. A movie balancing friendship, love, and baseball, Little Big League is an easy film to enjoy. Add in memorable cameos from Ken Griffey Jr. and Randy Johnson, and you have a hit.