Why you gotta be rolling up on me?
Similarities and Points of Departure
Between US and EC Leniency Programs 2007
Settlements in the form of plea agreements are common in
the US, particularly after a successful amnesty application.
DOJ seeks to “roll up” guilty pleas or convictions against the
other cartel participants, using information learned or
enabled from cooperation of amnesty applicant and potential
cooperation credit against fine as leverage.
Urban Dictionary:
roll up: to grant immunity to facilitate an indictment of a higher criminal.
Above are a couple of sources that might suggest another possibility.
The big-time criminal is saying to the smaller player: "Why are you ratting on me just to get a break?"
not a teacher