Tired of his money being overly spent out of his control, Mr. Wellington entrust Tom to watch over his 2 kids, his teenage daughter Brenda, and his young son Bill while they're on punishment, which is to live the average lifestyle without being rich in order to appreciate having so much money. Babysitting? You'd think it's easy until you discover Mr. Wellington left Tom with a teenage girl who has a spending addiction and a spoiled brat boy who thinks he's superior just because he's rich. Tom and Emily must teach the Wellington siblings about generosity.