When Little Critter wants a new skateboard, Dad tells him that he needs to save his own money to buy it. Little Critter tries his very best, but soon finds that saving enough for what he wants isn't so easy.

Junior, Maddie, Billy and Rachel experience unforgettable life lessons and learn how to win with money.

Billy wants the nice things that his friends have: an umbrella for when it rains, a solar-powered fan, a purple-striped wig, neon-green shoes, and an anchovy grill. But he can't pay back the loan that he took from Selling Seal to pay for everything. What will happen?