Indie game storeFree gamesFun gamesHorror games
Game developmentAssetsComics
SalesBundles
Jobs

Jailer is a management job, so the Executor specialization is useful if the Jailer's confidence is less than 100. Headgirl and Farm Manager are the other management jobs.  The combat specilizations are good as are the sexual ones, but otherwise not so much.

Exactly which is why I would like there to be more available specializations so you could enhance more jobs.