The planning process leading to the opening and operation of a new-generation jail can be greatly aided by a jail transition team that includes front-line corrections officers. Westchester County decided to develop a jail with self-contained, manageable housing units arranged around a common multipurpose area; commercial-grade fixtures and furnishings to reduce construction costs; careful classification, screening, and orientation of inmates to prevent behavior problems; constant, direct supervisions of inmates by officers who are not confined behind barriers; and a clean, well-lighted, and climate-controlled work environments. Five major initiatives involved front-line correctional personnel in a comprehensive planning and transition process. These included the establishment of a six-member jail transition team, a technical assistance grant from the National Institute of Corrections to conduct an onsite training course, institutional site visits, organization of six employee task forces, and inservice training for all staff on direct supervision and for 75 correctional officers on new jail operations. Photographs