Everybody Loves Raymond
Recovering Pessimist
S1 E18:
When Debra tries to change Ray's pessimistic attitude about winning the "Sports Writer of the Year Award," he agrees to change his ways and become more upbeat - - and suffers the downside of being the only optimist in his family. When Ray finally starts feeling good about himself and his recent accomplishments, his family is surprised by the change in his personality.
Starring
Sawyer Sweeten, Sullivan Sweeten, Marv Albert