Nominee: Robert Kraft
There have been so many Patriots scandals that this one feels like it happened years ago! It was way back in January of 2019 when New England Patriots owner Robert Kraft was charged with two counts of soliciting prostitution, after two visits to the Orchids of Asia Day Spa in Jupiter, FL. After allegedly getting a "happy ending" on the morning of January 20th, Kraft flew to Kansas City where he watched his team beat out the Chiefs to earn the AFC Championship title and yet another trip to the SuperBowl.
Nominee: Ben Affleck
He had the love of the amazing, wonderful, beautiful, talented, angelic Jennifer Garner and he threw it all away. If he couldn't turn it. Ben made headlines in October after he was spotted looking very inebriated in West Hollywood. In a video captured by TMZ, the actor — who was wearing a wearing a suit and a skull mask — appeared to be stumbling outside of the party as he was helped by a female friend.
Nominee: Heather from The Paul Castronovo Show
The Masshole nearest and dearest to our hearts - our very own Heather from The Paul Castronovo Show. Obsessed with her Patriots and Tom Brady, we never hear the end of it. You may be thinking - yeah, it's annoying, but is she really as bad as the other nominees on this list? Well you didn't see her at show game night! Not only is she straight up vicious, she cackles with glee every time she takes out another opponent and tbh we still have nightmares about it.
Nominee: The Guy That Shot Big Papi
So this happened in the Dominican Republic, but Big Papi is such a legend in Massachusetts we had to include this guy. The former Red Sox was shot while in a bar in Santo Domingo on June 9. The shooting was captured on surveillance video. Ortiz underwent at least three surgeries during his six weeks at Massachusetts General Hospital before finally being released.
Vote in the poll below! You have until Monday, December 30, 2019 to tell us who you think earns the title of "Masshole of the Year" and the first official Castronovie Award!