During the early seasons of The Red Green Show, Red would introduce his nephew in a segment where Harold tells a story to the viewers. During these segments, Harold tells a story about bugging him, as well as offering advice to his fellow teenagers.

This segment ran only during the first season.

Episode Subject
The Big Inboard Harold talks about sex
The Elvis Sighting Your first date with a girl
The UFO Harold against war
The Treasure Hunt Harold tackles the big questions
Practical Joke Week Harold talks about music videos
Home Barber-Kit Harold complains about bullies
He-Man Contest Shopping with your mom
Guest Elephant Harold talks about pixie sticks
Exotic Dancer Progress, friend or foe?
Lost Toupee Celebrity profiles
Talent Show Cleaning my room
Problem Outhouse Public speaking