Friday is Career Day and Kelsie wants to be a famous singer like her Nana. Momma, who is an entrepreneur, doesn’t like this idea. Music isn’t a serious career and doesn’t make much money, according to Momma. Kelsie does her best to convince Momma that she can make money doing what she loves. Momma just wants Kelse to be successful in life. The Dream Box helps them see that they can both get what they want.