Etymology 1
From jack + hole.
Noun
jackhole (plural jackholes)
- (mining, archaic) A hole that is created using a jack or wedge.
1907, Rock Boring, Rock Drilling, Explosives and Blasting, Coal-Cutting Machinery, Timbering, Timber trees, Trackwork, page 48:As soon as the machine is well under way, the runner determines about where the next rear jack-hole will come, and has the cut made and ready for receiving the jack by the time the machine has finished its cut.
1911, The Nation - Volume 9, page 906:Trout glided into the shadows, feeding upon grey moths, while in the jackhole beneath the red clay hollows big pike stirred lazily.
1913, Institution of Mining Engineers (Great Britain), The Mining Engineer, page 379:It was therefore decided to drive one jackhole through to the surface, and after passing through the inferior coal, the alluvium was met with, and found to be so light and loose in character that it ran through at this point to the surface. The jackhole had therefore to be abandoned, and no further attempts were made to pierce the strata.
1927, Reports of cases determined in the district courts - Volume 74, page 22:The particular work he was doing when the accident occurred was digging with pick and shovel a jackhole under one of the track rails to prepare a foundation for a track-lifting implement.
2011, Garry Kilworth, Gaslight Geezers:Finally, Spindrick came to a jackhole with the cover off and protected by a circular barrier.
Etymology 2
Blend of jackass + asshole; possibly originated as a euphemism.
Noun
jackhole (plural jackholes)
- (slang, derogatory, somewhat humorous) An obnoxious or contemptible person.
2003, Nickolas, “Planet X Bull”, in sci.astro (Usenet):Now I hear some of you jackholes want to sue Nancy...HA! good luck!
2017, Christina Lauren, Dating You, Hating You:Your competitive moon is eclipsing my happy place sun, jackhole.
2019, Kim Chance, Seeker:We came all this way, and the least you can do is stop being a jackhole for five seconds and listen.