According to Jim S01 E07 Cheryl's Old Flame

When Andy decides Dana is responsible for his inferiority complex, he asks her to join him in his therapy - but she falls for his therapist. Jim and Cheryl disagree about letting the kids to have their own TV; Jim admits to riding his motorcycle, breaking a promise he'd made to Cheryl earlier; and Ruby innocently divulges a secret of Cheryl's, exposing a broken promise of hers to Jim.