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Does he have a shot?
Sure...developer money alone gives him a shot. But can he keep his demeanor amiable through the whole campaign season or will his vindictive, petty side come out.
People don't like Marty the way they once did. See, unlike you, I was a fan at first. I think that peaked as Joy and I were marching with Planned Parenthood the day before the Republican Convention across the Brooklyn Bridge. Marty was on his way back as we were starting to cross, and we shouted at him and he replied. He came off nice, liberal and a man of the people. Yeah...I know. I was young and naive at the time.
First thing he did that I didn't like was change from being Brooklyn's cheerleader to being Bruce Ratner's cheerleader. As far as I know he remains Ratner's cheerleader even as Ratner backs away from every single promise he ever made, disillusioning even people like Bill de Blasio. Even Bloomberg has had more reservations about Ratner than Markowitz has. There is a kind of blind obedience to Ratner that Marty shows that is actually disgusting in its obsequiousness.
Then Marty has made two endorsements I don't like. He endorsed Bloomberg for re-election. Fine, many people did. But then Marty threw a petty temper tantrum because people like Chris Owens retaliated by endorsing Gloria Mattera against Marty. He whined publicly about disloyalty to the Democratic Party when people endorsed the Green, completely ignoring his own endorsement of a Republican. Whatever one's view of Party loyalty, to condemn others for exactly what you did yourself shows either deep hypocrisy or such a level of stupidity that he didn't evey recognize he was being hypocritical.
Then there was the Noach Dear endorsement. Not only was this a stupid move on Marty Markowitz's party (endorsing a known homophobe pissed off the gay and lesbian community that formerly supported Marty) but it showed his complete lack of concern for actual governance: endorsing a man who never practiced law in his life and was considered unqualified by the bar assn for a judgeship in Brooklyn really shows Marty doesn't care about Brooklyn.
Which leaves almost nothing for me to like about Marty.
At one point Marty was so unpopular he actually got booed at one of his concerts in Prospect Park. Not sure if that has happened this year (haven't heard that it had) but it sure did last year.