Delinquent
All answers having "Delinquent" as clue:
3 Character Answers:
BAD
4 Character Answers:
AWOL
LATE
5 Character Answers:
TARDY
6 Character Answers:
REMISS
7 Character Answers:
PASTDUE
8 Character Answers:
TEARAWAY
9 Character Answers:
SCALLYWAG