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Election Eve Shocker: Josh Kraft Embraces Endorsement from Disgraced Ex-Senator Dianne Wilkerson

  • Nishadil
  • September 09, 2025
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Election Eve Shocker: Josh Kraft Embraces Endorsement from Disgraced Ex-Senator Dianne Wilkerson

BOSTON – In a move that has sent shockwaves through the Boston political landscape, mayoral hopeful Josh Kraft has chosen the eve of a pivotal election to prominently display an endorsement from Dianne Wilkerson, the notorious former state senator who served federal prison time for bribery and tax evasion.

The eleventh-hour announcement has ignited a firestorm of criticism and raised serious questions about Kraft's judgment as voters prepare to cast their ballots.

Wilkerson, once a powerful figure in Massachusetts politics, saw her career implode following her conviction on federal charges, including accepting bribes – infamously caught on video stuffing cash into her bra.

Her endorsement, now a centerpiece of Kraft's final push, is a gamble many political observers are calling baffling, if not politically suicidal.

Sources close to the Kraft campaign indicate the move was intended to galvanize a specific segment of the electorate that may still hold loyalty to Wilkerson despite her checkered past.

However, the broader reaction has been one of dismay and anger, with opponents quickly seizing on the opportunity to cast doubt on Kraft's ethical compass and decision-making abilities.

“To highlight an endorsement from someone who betrayed public trust and was convicted of federal crimes on the cusp of an election speaks volumes about a candidate’s priorities,” remarked one prominent political analyst, who requested anonymity due to the sensitive nature of election-day commentary.

“It’s a desperate play that risks alienating more voters than it attracts.”

The timing is particularly fraught. With Bostonians heading to the polls within hours, the revelation forces voters to confront the specter of past corruption while considering their city's future leadership. Critics argue that embracing a figure synonymous with political scandal sends the wrong message, undermining any claims of a fresh start or commitment to integrity.

Efforts to reach the Kraft campaign for comment on the strategy behind publicizing Wilkerson’s endorsement so late in the race were met with silence.

Meanwhile, rival campaigns have wasted no time in circulating the news, emphasizing the stark contrast between their platforms and what they portray as Kraft’s questionable alliances.

As election day dawns, the implications of Kraft’s controversial endorsement are likely to be a dominant topic of discussion.

Whether this last-minute appeal will resonate positively with any significant number of voters, or simply serve as a stark reminder of Boston’s past political woes, remains to be seen. What is clear, however, is that this audacious move has undeniably cast a long shadow over the closing hours of a hotly contested mayoral race.

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