
Suffolk Sheriff Tompkins's office dropped tens of thousands on trips over last year
His arraignment in Boston has not been set.
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Tompkins, who oversees all operations of the Suffolk County Jail and the Suffolk County House of Correction, did not return messages Monday or Tuesday. No one answered the door when a reporter visited his home Tuesday.
A review of his expenses filed with the state shows an active travel schedule for his office, with members of the department's staff sometimes travelling thousands of miles away from Boston, where the department is anchored.
On Oct. 12 of last year, for instance, the sheriff's department paid more than $1,500 for lodging at Paris Las Vegas Hotel. Months later, in March of this year, the sheriff's office dropped more than $2,800 for a stay at a Hyatt Regency in Baltimore.
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The records leave many questions unanswered: specifically, they do not make it clear which staffers from the sheriff's office attended the various trips. And while there are state guidelines about what can and cannot be reimbursed, it's unclear if any of the expenses violate the law.
The comptroller's parameters allow reimbursements for airline tickets, registration fees, and food up to a certain point. It does not allow for cash advances, gift cards, legal services, or alcohol purchases.
The records show the sheriff's department spent $131 at Carrie Nation, the Beacon Hill watering hole, on Nov. 20 of last year. That line item in the comptroller's p-card spreadsheet is listed as 'Drinking places (Alcoholic Bevs) - Bars.' But the receipt that would show whether any booze was bought was not immediately available Tuesday.
The Globe has requested itemized receipts for all of the purchases, which the office must provide to the comptroller.
Some of the trips clearly aligned with industry conferences. For instance, the department dropped more than $5,000 last August for lodging in New Orleans during the same week a conference of the National Organization of Black Law Enforcement Executives was held there. Tompkins is an officer in that organization, known as NOBLE. During that trip, the department expensed nearly $670 at Creole House Restaurant & Oyster Bar, which says it specializes in 'New Orleans Classics.'
NOBLE was holding its 2025 conference in Hollywood, Fla., from Friday through Monday, but it wasn't immediately clear whether Tompkins was in attendance when he was arrested.
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The records show various other food expenses, including a collection of purchases from Dunkin', and $92 worth of food from South Boston's Andrew Square House of Pizza last December.
The office also expensed $1,900 worth of food at the Margaritaville Beach Resort in the Bahamas at the end of May this year. That trip resulted in more than $6,500 worth of expenses from the sheriff's office.
More than $3,400 of expenses were filed for outings at TopGolf in Canton last year.
The largest single expense on the list for the office? That would be $6,500 spent last November at the Liberty Hotel, a luxury property on Beacon Hill that used to home to
the Charles Street jail. Today, it features a bar called Alibi.
Andrew Ryan of Globe staff contributed.
Danny McDonald can be reached at

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Boston Globe
a day ago
- Boston Globe
Suffolk Sheriff Steven Tompkins's arraignment on extortion charges pushed to Thursday
Tompkins, a prominent Democrat in Boston political circles, was arrested earlier this month in Florida for allegedly pressuring the company under the threat of revoking a partnership with his office that was central to its licensing application. Prosecutors allege that in addition to forcing a company official to sell him stock for $50,000 before the venture went public, Tompkins subsequently demanded he be repaid after the value of his shares sank below his initial investment. Advertisement Tompkins has served as sheriff since 2013, overseeing the Nashua Street and South Bay jails in Boston and other detention operations in Suffolk County. He was initially appointed sheriff by former governor Deval Patrick, and then won the seat in the following election. He has been very active in local Democratic politics, offering up Tompkins has not resigned nor given any indication that he plans to in light of the criminal charges, though Advertisement Before he was named sheriff, Tompkins worked as the department's chief of external affairs and created the Common Ground Institute, a vocational training program for inmates about to be released, as well as The Choice Program, which sends correctional officers into Boston's public schools. As part of the legislation that shaped the cannabis industry in Massachusetts, the state requires businesses, as part of the licensing process, to lay out plans to promote diversity and invest in individuals and communities disproportionately affected by previous cannabis prohibitions. Federal prosecutors allege a cannabis company hoping to open in Boston sought to meet that licensing requirement through an agreement with Tompkins to train and hire people recently released from jail. But Tompkins used that partnership to extort the stock deal, prosecutors allege. The indictment of Tompkins didn't name the cannabis company. But a person familiar with the matter confirmed it is Ascend Mass, part of Ascend Cannabis, a multistate retailer whose local operations were once run by Tompkins's close friend Andrea Cabral. Cabral has since left the company. She was previously Suffolk County sheriff, and Tompkins was her top aide. When she was appointed to a statewide post as public safety secretary in late 2012, Patrick tapped Tompkins as her successor. Cabral is not the Ascend official who was allegedly extorted, according to the source, who asked for anonymity because they are not authorized to speak about it publicly. Ascend continues to operate the store in question on Friend Street in Boston, which was relicensed most recently in November, according to the state's Cannabis Control Commission. Material from prior Globe stories was used in this report. Advertisement Travis Andersen can be reached at


Boston Globe
3 days ago
- Boston Globe
In raising campaign cash, Sheriff Steve Tompkins relies on frequent donors: his employees
Advertisement Current and former employees at the Suffolk County Sheriff's Department, as well as their family members, have accounted for one of every two donations Tompkins has taken in that time frame, according to a Globe analysis of campaign finance data. All told, they've contributed nearly $54,000 in that time, the Globe found — making up 51 percent of the cash Tompkins raised from donors. Tompkins pulled in the donations during a relatively quiet time for campaigning, after his 2022 reelection and years before his seat is back on the ballot in 2028. Elected officials can legally take contributions from those they oversee. But doing so — and in such large amounts — creates the perception that employees are expected to give and, at its core, employee fund-raising can appear inherently coercive, experts say. Advertisement Tompkins's haul of employee donations also goes far beyond what most other Massachusetts sheriffs collected from their subordinates, and continues a practice that investigators two decades ago said should be banned at the Suffolk County department when it sat under a different cloud of controversy. Tompkins did not respond to a request for comment, nor did aides in the sheriff's department. A woman who answered the phone at Tompkins's office said he was not in on Friday, the deadline for when he was supposed to report to federal court in Boston. He has not said whether he plans to step down from his seat, though he has Federal prosecutors charged Tompkins this month with pressuring a cannabis company to sell him stock before it went public. Prosecutors said he then demanded a refund on his $50,000 as his campaign costs mounted ahead of his 2022 reelection fight. The cannabis executive identified as 'Individual A' in the indictment is longtime Tompkins was arrested on Aug. 8 in Florida and is slated to be arraigned in federal court in Boston on Wednesday. In Massachusetts, cannabis companies applying for annual licenses need to show how their business will have a 'positive impact.' For Ascend, the answer ran through Tompkins, with whom they This partnership gave Tompkins leverage, according to prosecutors, who said that without his cooperation on the hiring program, company officials feared they would not have their license to operate a shop in downtown Boston renewed. Advertisement Tompkins ultimately did get his $50,000 back, which prosecutors said was paid out in five installments, the first of which — for $12,500 — he received in May 2022. Days later, state records show, Tompkins lent his campaign $20,000, one in a series of loans eventually totaling $67,500 that he gave his campaign over a roughly 14-month span around the election. Tompkins held off a Democratic primary challenger in the fall of 2022 before running unopposed for a six-year term that November. For all of 2022, he reported raising $197,216, about 30 percent of which was money he personally loaned his campaign. His campaign reported spending $204,434 in that year. Tompkins has personally recouped most of those loans, paying himself back $44,500 from his campaign account since May 2023. Collectively, the repayments are, by far, his biggest campaign expense since 2023. He's also reported making monthly payments to MLM Strategies, totaling nearly $28,000, for consulting costs. The single largest expense was a $15,000 payment he made to the law firm CEK Boston in April 2023, weeks after he admitted to violating state law by creating a no-bid job for his niece. Tompkins previously disclosed paying CEK Boston for legal services for a 'state ethics commission case.' Donations from his employees helped provide the cash for those costs along the way. Tompkins took contributions from members of his executive team, correction officers, and executive assistants at the department, records show, some for as large as the maximum $1,000 and others for as little as $20. All told, he's raised nearly $106,000 since January 2023, excluding money he loaned his campaign, with employees accounting for a little more than half of that. Advertisement Christine Cole, a Boston-based public safety consultant, said that while such contributions aren't illegal, 'is it the kind of look you want to give?' 'When the boss is willing to accept those campaign dollars, it suggests a blind loyalty,' she said. David Hopkins, a Boston College political science professor, said the high share of employee donations likely reflects a combination of factors, though one possibility is that there's an expectation to give to their boss's campaign. 'Which of course would be ethically dubious, one might say,' Hopkins said. Union officials at AFSCME Local 419, which represents correction officers at the Suffolk County Sheriff's Department, did not respond to a request for comment about workers' donations to Tompkins. Jonathan Corey, president of Local 419 said in a previous statement after Tompkins was indicted that union officials 'are committed to withholding assumptions or definitive positions until all relevant details have been thoroughly reviewed.' Tompkins is it found under his administration. Tompkins himself faced, Advertisement Public employees, including elected officials, are Most of the state's other 13 elected sheriffs took a smattering of donations from those who identified themselves as department employees; some did not accept any donations from employees. The only sheriff to rely on a greater share of donations from those under him than Tompkins was Plymouth County Sheriff Joseph D. McDonald, the Globe found. Since January 2023, McDonald has taken more than $145,000 in donations from those who work, or recently worked, under him, accounting for 64 percent of what the four-term Republican raised in that time. McDonald said in an interview that he does not solicit donations from his employees, and, given many are unionized, 'no matter who the sheriff is, their jobs are secure.' 'The stake they have in it is that they like the way that the agency is run and they support me,' McDonald said. 'I would prefer not to take donations from anyone if I can avoid it. . . . There are rules that preclude solicitation of state employees, and I agree with that. The fact that a good number of my employees — union and nonunion — have chosen to support me, I'm very grateful for that." Democrats and other elected officials, McDonald said Friday that he likes Tompkins personally, but would not directly say whether Tompkins should step down. But he did say that 'simply having charges like this' would cause what he called 'leadership issues' for anyone in elected office. Advertisement 'If I was in a situation where I felt my ability to lead the agency and serve the community was compromised, I would leave,' he said. Andrew Ryan of the Globe staff contributed to this report. Matt Stout can be reached at


Boston Globe
7 days ago
- Boston Globe
Suffolk Sheriff Tompkins's office dropped tens of thousands on trips over last year
Tompkins, His arraignment in Boston has not been set. Advertisement Tompkins, who oversees all operations of the Suffolk County Jail and the Suffolk County House of Correction, did not return messages Monday or Tuesday. No one answered the door when a reporter visited his home Tuesday. A review of his expenses filed with the state shows an active travel schedule for his office, with members of the department's staff sometimes travelling thousands of miles away from Boston, where the department is anchored. On Oct. 12 of last year, for instance, the sheriff's department paid more than $1,500 for lodging at Paris Las Vegas Hotel. Months later, in March of this year, the sheriff's office dropped more than $2,800 for a stay at a Hyatt Regency in Baltimore. Advertisement The records leave many questions unanswered: specifically, they do not make it clear which staffers from the sheriff's office attended the various trips. And while there are state guidelines about what can and cannot be reimbursed, it's unclear if any of the expenses violate the law. The comptroller's parameters allow reimbursements for airline tickets, registration fees, and food up to a certain point. It does not allow for cash advances, gift cards, legal services, or alcohol purchases. The records show the sheriff's department spent $131 at Carrie Nation, the Beacon Hill watering hole, on Nov. 20 of last year. That line item in the comptroller's p-card spreadsheet is listed as 'Drinking places (Alcoholic Bevs) - Bars.' But the receipt that would show whether any booze was bought was not immediately available Tuesday. The Globe has requested itemized receipts for all of the purchases, which the office must provide to the comptroller. Some of the trips clearly aligned with industry conferences. For instance, the department dropped more than $5,000 last August for lodging in New Orleans during the same week a conference of the National Organization of Black Law Enforcement Executives was held there. Tompkins is an officer in that organization, known as NOBLE. During that trip, the department expensed nearly $670 at Creole House Restaurant & Oyster Bar, which says it specializes in 'New Orleans Classics.' NOBLE was holding its 2025 conference in Hollywood, Fla., from Friday through Monday, but it wasn't immediately clear whether Tompkins was in attendance when he was arrested. Advertisement The records show various other food expenses, including a collection of purchases from Dunkin', and $92 worth of food from South Boston's Andrew Square House of Pizza last December. The office also expensed $1,900 worth of food at the Margaritaville Beach Resort in the Bahamas at the end of May this year. That trip resulted in more than $6,500 worth of expenses from the sheriff's office. More than $3,400 of expenses were filed for outings at TopGolf in Canton last year. The largest single expense on the list for the office? That would be $6,500 spent last November at the Liberty Hotel, a luxury property on Beacon Hill that used to home to the Charles Street jail. Today, it features a bar called Alibi. Andrew Ryan of Globe staff contributed. Danny McDonald can be reached at