OK lets step away from the legal-ese for a moment.
Howie did not want to be in the Employ of Entercom any longer.
He signed a previous contract with a "match clause" that came back to bite him in the tush and the Judge sided with Entercom.
Now faced with not being able to work in the Boston market ( but possibly Boston Market) for 4 years,or anywhere else in Radio for whatever the term of the contract 96.9 offered him was, and having an ex wife who probably gets a healthy alimony payment, a current wife, 3 children in private school, a bunch of real estate including his Swellsley mansion, I'd say he was signing against his will, or as some would say duress. He certainly has led us to believe he is there against his will don't ya think?
IMHO faced with living off his Herald salary, book advances, speaking fees and residuals from his pivotal role in " A Civil Action" it was sign under duress, protest, against his will, fill in the blank or go broke.