Jack -
You were part of the newsies
Davey -
You go to school
Racetrack -
You train horses at the tracks
Spot -
You work in the cotton mills
Crutchie -
You have an apprenticeship with a doctor
Mush -
You're a seamstress
Blink -
You have an apprenticeship with a teacher
Skittery -
You're a maid for pulitzer
Bumlets -
You're Medda's assistance