After finding out that Chris used his share of Freddie's restaurant as collateral for his own failed restaurant venture, Freddie insists that Chris ask his wealthy grandfather, Carl, for money to pay off the debt. Carl is displeased with Chris' slacker lifestyle and impressed with Freddie's work ethic, so he makes Chris work as his chauffeur to teach him a lesson about money and responsibility. When Chris feels humiliated, he pushes back, and the result is that grandfather pays off the loan but takes Chris's trust fund and condo in return. So Chris ends up homeless at Freddie's already crowded apartment.
Season 1
Rich Man, Poor Girl Food Critic Halloween After Hours The War of the Rose The Italian Job The Courtship of Freddie's Father Dollars and No Sense I'll Be Homeless for Christmas Freddie the Himbo The Mixer Eligible Bachelor The Two That Got Away Two Times a Lady Recipe for Disaster The Search for Grandpa Four To Have Loved Way Too Much and Lost Freddie Gets Cross Over George Freddie and the Hot Mom Open and Shut Mother of All Grandfathers Pilot
Rich Man, Poor Girl Food Critic Halloween After Hours The War of the Rose The Italian Job The Courtship of Freddie's Father Dollars and No Sense I'll Be Homeless for Christmas Freddie the Himbo The Mixer Eligible Bachelor The Two That Got Away Two Times a Lady Recipe for Disaster The Search for Grandpa Four To Have Loved Way Too Much and Lost Freddie Gets Cross Over George Freddie and the Hot Mom Open and Shut Mother of All Grandfathers Pilot