Meaning: The quote you've provided is from Howie Carr, an American journalist, author, and radio talk-show host. The quote refers to a notorious Boston criminal named James "Whitey" Bulger, who was involved in organized crime and was a fugitive for many years before being apprehended in 2011. The quote reflects on the consistency of Bulger's character over the years, despite the increasing magnitude of his criminal activities and wealth.

James "Whitey" Bulger was born in 1929 in Boston, Massachusetts, and grew up in a working-class neighborhood. His criminal career began at a young age, and he was soon involved in various illegal activities, including theft, assault, and gambling. Bulger was known for his violent tendencies and his willingness to use force to achieve his criminal goals. His early interactions with law enforcement would set the stage for a lifetime of criminal behavior.

The quote suggests that the descriptions of Whitey Bulger by law enforcement in his early years were accurate representations of his character. It implies that despite the passage of time and the accumulation of wealth and power, Bulger remained fundamentally unchanged. The mention of "$40 million more" and "40 more murders" emphasizes the escalation of Bulger's criminal activities and the accumulation of wealth throughout his criminal career. This portrayal of Bulger's criminal career presents a stark contrast between his humble beginnings and his eventual notoriety as one of the most infamous crime bosses in Boston's history.

Bulger's criminal activities expanded significantly over the years, and he became deeply involved in organized crime, including extortion, drug trafficking, and money laundering. His association with the Winter Hill Gang, a prominent Irish-American organized crime group in Boston, allowed him to consolidate his power and influence in the criminal underworld.

Bulger's criminal empire thrived for decades, and he managed to evade law enforcement for a remarkably long time. His ability to operate with impunity for so many years was aided by corrupt relationships with certain law enforcement officials and politicians, adding another layer of complexity to his criminal enterprise.

The quote by Howie Carr captures the enduring nature of Bulger's criminal persona, highlighting the consistency of his character over a span of 40 years. It underscores the notion that, despite the passage of time and the escalation of his criminal activities, Bulger remained true to his ruthless and violent nature.

In 2011, after 16 years on the run, Bulger was apprehended in Santa Monica, California. His capture brought an end to one of the most extensive manhunts in U.S. history. Bulger was subsequently convicted of a litany of crimes, including racketeering, extortion, and involvement in numerous murders.

The quote serves as a poignant commentary on the enduring legacy of individuals involved in organized crime. It provides insight into the nature of criminal behavior and the ways in which individuals like Bulger can remain consistent in their approach to criminal activity over the course of many decades.

In conclusion, the quote by Howie Carr encapsulates the enduring nature of James "Whitey" Bulger's criminal persona and the consistency of his character over the span of 40 years. It serves as a stark reminder of the impact of organized crime on individuals, communities, and law enforcement. Bulger's criminal career, marked by violence, corruption, and notoriety, stands as a testament to the enduring nature of criminal behavior and the challenges it poses to law enforcement and society as a whole.