There are guys for their play on the field like Jordan Richards, Monty Beisel, Marshall Newhouse, Cyrus Jones, etc but I am trying to think of guys who were a pain in the ass/bad guys and not a ton of former Patriots come to mind. I guess Dominique Easley was a combination of a crappy player and a jerk. Same with Harry who will probably be a former Patriot soon. There are the genuinely bad human beings like Hernandez, and then Winslow and Mingo who had a cup of coffee here but I think everyone hates them. I think Mangini and Samuel are good ones for obvious reasons but rounding out a true top 5 is way harder than I thought.
Just after posting I remembered how much I hated Parcells for the way he left but still respect the fact that him and Drew at least brought some legitimacy to the franchise.