1) Bar tender 2) Can collector 3) Cell watcher 4) Certain custodian 5) Con tender 6) Cooler head 7) Gaoler 8) Hardly a pen pal 9) Jailor 10) Keeper 11) Keeper of the keys 12) Key employee 13) Key guy at the graybar hotel 14) Law officer 15) Lawman 16) Lockup head 17) Lockup overseer 18) Old West sheriff, at times Found on https://www.crosswordclues.com/clue/jailer
Jail'er noun [ Middle English jailer , gailer , Old French geolier , French geôlier . See Jail .] The keeper of a jail or prison. [ Written also jailor , gaoler .] Found on http://www.encyclo.co.uk/webster/J/3