What do you do with a man entirely out of time? A man whose family, crew, and way of life were gone and had no way home? Someone decided the best thing to do with a gift dropped on their doorstep by the Rip was to put him to work protecting the city from anything else that might get tossed through it. Gatekeeper Director Fievel Rathburn handpicked Jack as Field Supervisor of the organization and gave him free reign to supervise and maintain the staff as he saw fit. It gave the Director free reign to set foot on the base at Alcatraz as little as possible and have a convenient scapegoat when things got out of hand.
But Jack figured the last part out early on and doesn't seem to care. Being the pain in Rathburn's ass is fun.
Jack had a life in 1942. Since the Rip spit him out seventy-plus years outside his comfort zone, Gatekeeper has become his life. He lives on base like most of the staff - and considering the cost of rent in the city who wouldn't - but has made his quarters in a space beneath the Gate, accessible through a trapdoor in his office. While he is engaging, friendly - even flirtatious - with his staff (gender be damned), he rarely socializes with them or anyone else outside the office. In his spare time, when he has any, he works on restoring his Spit and getting her airworthy again.
Losing everything and anything you knew and loved can turn any man into a workaholic.