When Jonathan James and his friends accidentally sell a beloved stuffed toy at a yard sale, can the Whatif Monster help them get it back?
When Vin decides he must leave Jonathan James and Sam's sleepover party because he is afraid to share a secret, the Whatif Monster comes to the rescue.
When Flora gets stage fright, can her friends and the Whatif Monster help her overcome her fears so the show can go on?
Can the Whatif Monster help Jonathan James be brave enough to make a new friend at school?
When Jonathan James is asked to try out for a baseball team, the Whatif Monster is there to help calm his fears.
Can the Whatif Monster help Sebastian find the courage to read infront of the whole class?
After telling her friends that her foster parents are going to adopt her, Gabby starts to worry that she may do something that will ruin her good fortune.
When a new girl is mean to the whole class, can the Whatif Monster find a way to help everyone get along?
When Reggie, who has Down syndrome, joins their class, the Whatif Monster helps Jonathan James and his friends overcome uncomfortable feelings and make Reggie feel welcome. Includes Down syndrome facts.
When Sebastian's dads adopt a baby girl, he worries about how much his life will change. Can the Whatif Monster help calm Sebastian's fears?
When Tori's grandmother dies, the Whatif Monster helps Jonathan James and Sam find ways to be there for their friend.
After spilling the beans that Jonathan James is moving away, can the Whatif Monster find a way to turn Sam's party from a sad farewell into a celebration of forever friendship?
Even though the Whatif Monster helps Jonathan James face his fears, a fun day at the park with friends still takes a scary turn.
The Whatif Monster and Jonathan James help Sam share an important secret with the second-grade class.