Howie Carr

Carr began his career as a reporter for the Winston-Salem Journal, before returning to New England in 1979 as assistant city editor for the Boston Herald American (now the Boston Herald).[4][5] From 1980 to 1981, he was the Boston City Hall bureau chief of the Herald American, and he later worked as the paper's State House bureau chief.[4] As a political reporter for WNEV (now WHDH) in 1982, his coverage of then-mayor Kevin White was so relentless that after the mayor announced he was not running again, he told The Boston Globe that one of the things he enjoyed most about his impending retirement was not having Carr chase him around the city.

For years Carr has criticized former Boston Globe and Herald guest columnist Mike Barnicle. In 1998, Barnicle resigned from the Boston Globe over allegations of plagiarism and fabrication of stories.[6] A Boston Globe column by Steve Bailey stated that Carr gave out Barnicle's home phone number, an allegation Carr denies. Barnicle called Carr "a pathetic figure", and asked "Can you imagine being as consumed with envy and jealousy toward me for as long as it has consumed him?"[7]

Howie Carr and co-executive producer Grace Curley

In 1998, Don Imus claimed Carr's wife was having an affair with boxer Riddick Bowe.[8] Mrs. Carr retained Alan Dershowitz as her lawyer. The parties reached an undisclosed settlement. In a 2007 column, Carr alleged that Imus' statements were incited by Barnicle. According to Carr, Barnicle told Imus that Carr had said Imus "would die before his kid got out of high school".[9]

In 2002, the Boston Herald and Carr were the subjects of a lawsuit by Superior Court Judge Ernest Murphy. The newspaper reported that Murphy had said of a fourteen-year-old rape victim: "She can't go through life as a victim. She's 14. She got raped. Tell her to get over it." He was also alleged to have said of a 79-year-old robbery victim: "I don't care if she's 109." Carr, in a front-page column on February 20, 2002, criticized Murphy for handing down lenient sentences in bail decisions in rape cases and included references to his daughters, wondering what Murphy would do if it was one of his offspring that had been the victim. Murphy denied all of the allegations and claimed the newspaper libeled him, ruining his physical and emotional health and damaging his career and reputation as a good man. Ultimately, Murphy won the suit and was awarded a $2.09 million payment. During the trial, when asked what his reaction was to the Carr column, Murphy had said he "wanted to kill him".[10]

Carr has hosted local Boston weekday radio talk-shows since the 1980s on WRKO (AM 680). The Howie Carr Show has since become syndicated on more than twenty-five radio stations throughout northern and central New England, and can be heard elsewhere via live streaming on HowieCarrShow.com. In November 2014, Carr left syndicator Entercom Communications and formed his own Howie Carr Radio Network.

WRKO had announced it would not carry the show but on March 9, 2015 it became an affiliate as of March 16, 2015.[11]

In September 2016, the pay television channel Newsmax TV began simulcasting The Howie Carr Show.[12]

Carr has filled in for several nationally syndicated talk show hosts, including Mark Levin and Dennis Miller.

He has also worked as a reporter and commentator for Boston television stations WGBH-TV and WLVI.

Carr has written non-fiction books about Boston gangsters, and the Kennedy family; and also two novels.

Winter Hill Gang series

In early 2006, Carr became a book author with the publication of the New York Times-rated best-seller The Brothers Bulger, about brothers Billy and Whitey Bulger. Whitey was the third boss of the Winter Hill Gang. Carr's second book, Hitman, was released in April 2011, two months before Whitey Bulger (then under the name Charlie Gasko) was arrested after sixteen years on the run. About Johnny Martorano, Hitman was also rated a best-seller by The New York Times. In 2013, Rifleman: The Untold Story of Stevie Flemmi was published. It was followed a year later by Ratman: The Trial and Conviction of Whitey Bulger.

Billy Bulger's power as President of the Massachusetts Senate intrigued Carr. He began to research both the politician and his gangster brother. Indeed, Carr's arrival on Madison Street in Somerville, Massachusetts, in the late 1970s meant he was perfectly placed to do just that,[13] for Somerville's Marshall Motors garage (at 12 Marshall Street; now a church) was an early base of the Winter Hill Gang. In 1978, the second leader of the Winter Hill Gang, Howie Winter, who lived one street away from Carr, on Montrose Street,[13] was jailed on federal "horse race fixing" charges. Bulger succeeded him, and remained the boss until 1995, the year after he fled Boston due to a pending federal indictment. Whitey was on the FBI's Ten Most Wanted list from 1999 until his arrest in Santa Monica, California, on June 22, 2011. He had a $2 million bounty on his head. Kevin Weeks replaced Bulger but was arrested and imprisoned in 2000. He was released in 2005 after having served as a cooperating witness for the FBI.[14][15]

While Carr believes Whitey Bulger wanted him dead ("his greatest regret is not killing me"), due to his finger-pointing at Billy Bulger, he disputes Kevin Weeks' claim that they were close to killing him by either blowing him up with explosives placed inside a basketball,[16] or by shooting him from a cemetery across the street from Carr's former home at 91 Concord Road in Acton, Massachusetts.[17] Whitey and Weeks had knowledge of Carr's residence because Carr was a neighbor of one of Weeks' brothers.[17]

My problems started when I wrote a magazine story quoting the then-mayor of Boston, Kevin White. During cutaways after a TV interview, a reporter asked White about the source of Billy Bulger's almost absolute power at the State House. "If my brother threatened to kill you", the four-term mayor replied in footage that never aired, "you'd be nothing but nice to me". When I printed the exchange, the Bulgers were enraged. But I had it on videotape. It was undeniable.[17]

Whitey knew what Carr looked like, from Carr's job on television. "Plus, I was in his neighborhood every day. But I never ventured into Whitey's package store." The store in question was South Boston Liquor Mart (also known as Stippo's; now Rotary Liquors), at 295 Old Colony Avenue, which Whitey had extorted from its legitimate owner.[17]

The anchor at my TV station was the son of a former mayor of Boston. He lived in Southie, and patronized the Liquor Mart. One night the clerk struck up a conversation with him. "How come Howie never comes in here?" he asked. My friend shrugged. "You tell him," the clerk said, "that if he comes in, we got a fresh dumpster waitin' for him out back."[17]

Carr began taking whatever precautions he could to keep Whitey and Weeks off his tail. "The key to staying alive, I quickly figured out, was to avoid becoming a creature of habit. Wiseguys (or anyone else) who don't mix up their routines are the ones who inevitably get caught 'flat-footed,' to use the old expression. I drove home a different way every evening. If possible, when I parked, I backed into the space so that, if I had to, I could flee more quickly. I stopped meeting face-to-face with anyone I didn't know. I stayed out of bars, especially in Southie. Occasionally I'd sleep somewhere other than my house. The local cops kept an eye on my house in the pre-dawn hours. Slowly the noose began to tighten around Whitey's neck and I relaxed somewhat. Whitey vanished in late 1994, but Weeks was still lurking about. At a tanning salon, he bragged to a Herald photographer that he knew that I had lived next to a graveyard. He mentioned nothing about any C-4 or high-powered rifles, but when he was arrested in 1999 his indirect threats against me were included in a DEA detention warrant."[17] "I was always looking over my shoulder," Carr explained four years after Whitey's arrest. "The day he went missing, I was driving down the street, and on the radio, they said he had disappeared. For the first time in ten years, I didn't have to look over my shoulder."

Kennedy family

Carr's book Kennedy Babylon: A Century of Scandal and Depravity, Volume I, was released in 2015[18] and Volume II was released in 2018.[19]

In 2012, Carr moved into fictional writing with his third book, Hard Knocks,[20] which was followed three years later by Killers, his sixth and most recent release.[21]

During the Donald Trump 2016 presidential campaign, Carr hosted rallies and he had lunch with the candidate on his private jet. Carr had candidate Trump on his radio show more than a dozen times, including election night. In 2017, Carr and his wife Kathy joined as member of the Mar-a-Lago Club, a resort and hotel for dues-paying members.[22]

On June 29, 2016, Carr, as an opening speaker at a Bangor, Maine, rally for Republican presidential candidate Donald Trump, made a Native American "war whoop" when referring to Democratic Senator Elizabeth Warren of Massachusetts.[23]