A middle - aged divorced dad , he discovers he is bisexual and begins dating Josh Wilson .
Pete Gardner as Darryl Whitefeather , Rebecca 's sentimental , emotional and often clueless boss .
A middle - aged divorced dad , Pete Gardner discovers he is bisexual and begins dating Josh Wilson .
Pete Gardner as Darryl Whitefeather , Rebecca 's sentimental , emotional and often clueless boss .