Abstract: An apparatus (10) for simultaneously applying individual outserts to multiple containers of pharmaceuticals includes a conveyor (12) for advancing the containers along an input path and magazines (22) containing the outserts. The containers are stopped in groups by a gate assembly (18) opposite to a transfer assembly (20) including a rotatable pick up arm (72) mounted for reciprocation between a retracted position adjacent to the magazines (22) and an extended position adjacent to the container input path. Vacuum cups (76) are provided on the pick up arm (72) for engaging the outserts, and pinion and a drive pin arrangement (100, 102) is utilized to control rotation of the pick up arm to reorient the outserts only during an intermediate portion of travel between linear motion at the extended and retracted positions to facilitate proper engagement between the outserts and the vacuum cups.