After Jamie (Will Estes) and Eddie (Vanessa Ray) announced their engagement in last season's finale, season nine finds the Regean family questioning the future of their partnership. Frank (Tom Selleck) considers whether it's appropriate for the couple to continue working together, while Erin (Bridget Moynahan) is on tap for a promotion after her boss's untimely death and Danny (Donnie Wahlberg) prepares to send his eldest son, Jack (Tony Terraciano), to college.