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The series is centered around bachelors Sean Barker and Jared Harris , and Jared's six-year-old brother Maestro, who comes to live with them after Jared's father accepts a freelance position overseas. Now the two bachelors must give up some of their perks to develop their crude parenting skills. The show's premise, in which a younger sibling moves in with their older sibling after a parent gets a job overseas, would later be applied to the premise of two other sitcoms created by Dan Schneider, The WB sitcom What I Like About You and the Nickelodeon series iCarly.

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Episode Guide

S1.E1 ∙ Pilot
Mon, Oct 5, 1998

Maestro’s suave, career-minded older brother Jared must break the news of the “arrangement” to his carefree, aspiring-musician roommate Sean. Needless to say, Sean is less than thrilled with the news that a 6-year-old child is his new roommate and questions the impact that Maestro’s presence might have on his sex life. But it’s not long before Sean realizes that Maestro’s “babe-magnet” potential, and he quickly learns to use his adorable pint-sized roomie’s charm and wit to his advantage.

S1.E3 ∙ Maestro’s First Crush
Mon, Oct 19, 1998

Maestro develops a big crush on his babysitter Katie, a precocious 13-year-old who’s more impressed with older musicians, especially Sean. Meanwhile, Jared tries to learn golf to impress his boss Mr Levin, who happens to be Katie’s father.

S1.E6 ∙ Maestro’s Big Break
Mon, Nov 9, 1998

When Jared agrees to let Maestro star in a new “Daka” national sportswear commercial, Sean volunteers to supervise Maestro on the job so that he can convince the director to use his band’s music for the commercial. But Jared, trying to make quality time for his out-of-town girlfriend, sees Maestro and Sean having to much fun together and feels left out.

S1.E8 ∙ A Turkey Too Far
Mon, Nov 23, 1998

Jared and Maestro plan to observe Thanksgiving eating pizza and watching football—until the kid learns that his teacher is spending the holiday alone, and invites her to join them. While Jared and Sean clumsily scramble to cook a traditional turkey dinner for their guest, Maestro searches for the true meaning of the holiday.

S1.E9 ∙ Truth or Consequences
Mon, Dec 21, 1998

To prove to Jared that women love foreign men, Sean does his best Scottish impression for Audrey, a woman he notices at the bar. To everyone’s surprise, including Sean’s, Audrey falls for the Scotsman bit and their relationship blossoms. That is, until Sean’s co-worker Jude introduces them to Gavin–her real Scottish friend.

S1.E10 ∙ Maestro’s Gold Card
Mon, Jan 4, 1999

Maestro and Nikki get into all kinds of trouble when they go on an on-line shopping spree with a gold credit card that came in the mail. The two have good intentions when they purchase gifts to cheer up Jarod and Sean (including hundreds of Sean’s non-selling “Rock the Hat!” CD), but they end up learning a lesson in responsibility.

S1.E11 ∙ Jared’s Ex
Mon, Jan 11, 1999

Sean and Jared lose trust in each other when Jared’s ex-girlfriend Jennifer shows up and begins dating Sean. Later she makes a move on Jared, but luckily, Maestro captures Jennifer’s deviousness on videotape and it becomes clear that she is only using Sean to get back with Jared.

S1.E12 ∙ Good Old Days
Mon, Jan 18, 1999

Jared and Sean are psyched to see their old college buddy, Steve “The Fig” Figgison, but are quickly stunned when their favorite party guy rolls into town with some big news: he’s settling down and getting married. However, after only one night out on the town, Steve calls off his wedding and questions whether he’d make a good parent. Sean and Jared know Steve’s making a big mistake, so they aim to set him straight.