Definition of jack-rolling in English:

jack-rolling

noun

  • 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.

Pronunciation

jack-rolling

/ˈdʒakrəʊlɪŋ/