Gangster Love

I’ve had a lot of fun during the Trump era comparing the Insult Comedian and his minions to a variety of gangster movies and teevee shows: from The Sopranos to The Untouchables to The Godfather. I’ve also written about Trump’s ties to the real Mafia in a post wherein I gave him his wise guy nickname, Don Donaldo, Il Comico Insulto.

It turns out that one of the most treacherous and blood-stained real life gangsters of all, Whitey Bulger, was an ardent Trump supporter. I’m not surprised: Tony Soprano and Paulie Walnuts dug W’s war on terror, after all.

NBC News got ahold of some prison era correspondence between Bulger and one of the jurors who convicted him. I am not making this up. Here are some Trump related passages:

In several handwritten letters shared with NBC News, Bulger expressed gushing praise for Trump, offering rave reviews of the president’s foreign policy and combative relationship with the media.

“Trump is tough and fights back instead of bowing down to pressure — and caving in to press!” Bulger wrote in August 2018. “U.S. agrees with him press attacking and his reaction increases his popularity — He has my vote so far.”

“History may show Trump was the man of the hour,” Bulger wrote in a different letter earlier that month. “Feel China respects him and hesitant to try to bully him.”

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The legendary gangster, who was beaten to death inside a West Virginia prison cell last fall, was an ardent Trump supporter and fan of conservative media figures such as Rush Limbaugh and Sean Hannity, according to the letters shared with NBC News.

“I get some strange mail at times — a grandmother from Kansas — hates Trump wants him ‘impeached,'” Bulger wrote in one letter. “She assumes I hate him? Why Because I’m in prison?”

The missive goes on to reference the allegations that Trump paid off two women with whom he had extramarital affairs. The aging gangster wrote that he believed Trump was a changed man and would never, for instance, engage in a romantic encounter with an intern in the Oval Office.

“My bet is he’s happy with present wife and settled down,” Bulger says in the letter. “No way would he wind up in Oval Office with a Monica Lewinsky — That was a scandal! Same media that attacks Trump would cover up for Bill Clinton.”

Bulger also railed against former special counsel Robert Mueller. An assistant U.S. attorney in Boston in the 1980s, Mueller went on to lead the FBI at a time when it was grappling with a sensational scandal involving agents protecting mob leaders like Bulger.

“Sorry to hear Trump is being boxed in by so many,” Bulger wrote last August.

“Trump is experiencing what Mueller and company can orchestrate,” Bulger said in a different letter from September. “[Mueller] should observe biblical saying – ‘Let he who is without sin cast the first stone.'”

I’m not sure why anyone should be surprised that Bulger *hated* the FBI with whom he co-operated for years, then pursued him until his capture in 2011. In his lamster days, he spent some time hiding out in the Gret Stet of Louisiana. I wondered if he pretended to be a Saints fan?

Like most modern gangsters, Whitey identified with the political right. The days of Democratic hoodlums like Frank Costello and Meyer Lansky are behind us and I’m fine with that. Why wouldn’t Whitey identify with his fellow gangster, Don Donaldo Il Comico Insulto? They had a lot in common even if one of them was a Red Sox fan and the other a Yankee rooter.

It’s a pity that Bulger didn’t live to see this year’s Red Sox visiting the White House controversy. It’s obvious he would have been down with the white boys who went and hard on manager Alex Cora and those who stayed away. They didn’t call him Whitey for nothing.

I have a sudden urge to re-watch, The Departed, Martin Scorsese’s fictionalized version of part of the Whitey Bulger story. What dude wouldn’t love having Jack Nicholson play him? I could have called this post Life Imitates The Departed but chose not to because Whitey Bulger’s story is an epic tale of murder, mayhem, and mendacity. Even Black Mass doesn’t quite do him justice. It was one of the last good movies Johnny Depp made. I reviewed it as part of a genuinely epic 2015 Odds & Sods post. End of self-plug.

Like Speaker Pelosi, I would be thrilled if the Current Occupant emulated his devoted follower, Whitey Bulger, and died in prison. It’s a possibility if he isn’t re-elected in 2020. Let’s make it so.

The last word goes to Stephen Stills with the song that inspired this post title:

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