Definition of jack-rolling in English:

jack-rolling

Pronunciation /ˈdʒakrəʊlɪŋ/

noun

slang, historical US
  • Robbery or pickpocketing, especially of a person who is drunk, drugged, or asleep.

Origin

Early 20th century; earliest use found in Daily Reflector (Norwalk, Ohio). From Jack + roll + -ing, perhaps after either jack roll or jack roller.