Contains six episodes in which Brother, Sister, and even Papa Bear learn the benefits of staying organized, the importance of voting, and how to help around the workshop, ride the escalator, handle money, and catch the bus.

When Mama and Papa refuse to buy Brother and Sister expensive sport shirts, the cubs decide to earn the money themselves. Then, Brother displays some real moxie when he attempts to get back Sisters skipping rope from Too Tall and his gang.

With Mama and Papa too busy setting up Brother's birthday party, Sister reluctantly decides to do her school assignment on Brother. Then, When Brother gets a brand new three-speed racer, Sister is very envious!

Brother & Sister are good baseball players and both sign up for Bear Country Cardinals tryouts. The problem is - there’s only one position left on the team! Then, Brother and Sister are reminded they should be thankful for all they have.