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In the past, cities such as San Francisco and Chicago attracted the ire of conservatives for their liberal policies; Boston tended to fly under the radar, until now.
“Boston is a New England liberal city, which is maybe the quintessential elite university town,” said Matthew Baum, a professor of global communications and public policy at Harvard’s Kennedy School of Government. “All of those things make it a natural source of antipathy for the current administration. Whatever you think about their policies, they’re directed on all the stuff that makes Boston, Boston. I think that goes a long way to explaining: Why Boston?”
The feud between the city and the White House kicked into high gear in late February, when Trump “border czar” Tom Homan declared he was “coming to Boston and I’m bringing hell with me.” Homan also criticized Boston Police Commissioner Michael Cox for abiding by a Massachusetts law that dictates local police cannot keep immigrants detained for future deportation without a criminal warrant. Wu jumped in to defend Cox, saying he “has my complete confidence & support” in a post on social media. “We’re going to continue following & enforcing the laws to keep all Bostonians safe.”
Then, on March 5, Wu testified before Congress about Boston’s immigration policies. Her testimony included a fresh dig at Homan.
“Shame on him for lying about my city,” Wu said. “For having the nerve to insult our police commissioner, who has overseen the safest Boston’s been in anyone’s lifetime. Bring him here under oath, and let’s ask him some questions.”
A few weeks later on March 18, Homan kept his promise and came to Boston but did not make his presence in the city publicly known until after he left. According to federal officials, over a six-day operation across Massachusetts, Immigration and Customs Enforcement arrested 370 people. Of those arrested, 205 had “significant criminal convictions or charges,” according to ICE officials, who didn’t provide information on the other 165 people arrested. Homan, in a post on X, claimed the operation was necessary “because Massachusetts and Boston are sanctuaries that refuse to cooperate with ICE.”
Governor Maura Healey responded that Massachusetts is “not a sanctuary state, and Massachusetts law enforcement regularly partners with federal agencies and federal law enforcement to keep people safe.”
“Public safety is a major priority for me, and it should never be a partisan issue,” she added.
But political operatives on both sides of the aisle say the animosity between a progressive city such as Boston and the Republican-controlled federal government is a symptom of the country’s wider partisan divide.
“Trump is a master storyteller, and he understands intuitively that the best narratives have a good versus evil kind of setting,” said Doug Rubin, a Democratic strategist who has worked on campaigns for the likes of Senator Elizabeth Warren, former Massachusetts governor Deval Patrick, and former Boston mayor Marty Walsh.
By calling out Boston, Trump and his allies are attempting “to pit the working class and working families against liberal elites. That’s a narrative that has worked for him successfully in both of his campaigns,” Rubin added.
Wendy Wakeman, a Massachusetts-based GOP strategist, said it was local politicians who courted Trump’s scrutiny, not the other way around. “I don’t think you can find a more radical mayor in the country than Michelle Wu,” she said. “I am not surprised that the reasonable policies of President Trump — which are enacted to protect Americans — are drawing his attention, and his administration’s attention, to Massachusetts.”
Still, Wakeman argued the Trump administration’s deportations are not politically motivated but instead are born out of practicality. “Why do bank robbers rob banks? It’s because that’s where the money is,” Wakeman said. “Why is Tom Holman coming to Massachusetts to arrest criminals from other nations living in the United States? It’s because they’re here.”
Homan has said repeatedly he targeted Boston after reading news reports about undocumented people committing crimes in the city.
The White House did not return a request for comment.
“Conservative media promotes this vision of American cities being overrun by illegal immigrants causing crimes,” said Republican strategist Alex Conant, who was communications director for current Secretary of State Marco Rubio’s 2016 presidential bid. Outlets including Fox News, Breitbart, and Daily Wire have all recently covered immigration issues in Boston.
“Trump has always been preoccupied by the state of American cities,” Conant said. “I think Boston is a great American city that he sees as in decline, not unlike Chicago, San Francisco, New York, or D.C. And part of that is he has an image of cities filled with illegal immigrants committing crimes and he has made removing immigrants an administration priority.”
Representative Eric Swalwell, a Democrat who represents parts of California’s Bay Area and has frequently parried Trump’s jabs at his district, recommends Boston officials simply do not back down: “Shrinking is the worst thing you can do because then he’ll know that he owns you, and he’ll just keep coming back to get more. That’s the only language a bully understands, is strength.”
Baum, the Harvard professor, argued that immigration policy alone isn’t what’s driving the wedge between Boston and the White House.
“It seems like the core economic engines of this region are under aggressive assault right now,” he said, referencing the administration’s efforts to cut biomedical research funding and demands on elite universities. The former, he said, is being targeted because “post-COVID, there’s been a notable decline in trust in science and medicine, disproportionately among Republicans.” Meanwhile, universities are being sanctioned because of “the perceived overreach of progressives on hot-button cultural issues, with the epicenter being elite colleges,” he said.
For the Trump administration, the likely strategy behind cracking down on Boston “is to shoot a warning shot across the bow at other cities,” Baum said.
Among those interviewed for this story, though, there was consensus the tension is unlikely to abate any time soon.
Wakeman expects Massachusetts will remain in conservative crosshairs because so many of the state’s elected officials have “signaled that they’re at war with Donald Trump.” Plus, any blowback will have little practical effect on Trump executing his agenda.
“If the state of Massachusetts had some juice — in other words, a congressman or a senator who was important for future votes — then perhaps somebody might be able to run interference,” she said.
Conant shared a similar assessment that “this is a fight with few political consequences” for the president since “there’s not a lot of Trump voters in Boston.”
Tal Kopan of Globe staff contributed reporting to this story.
Julian E.J. Sorapuru can be reached at julian.sorapuru@globe.com. Follow him on X @JulianSorapuru.
Downtown Crossing’s Estella (49 Temple Place) expands to a 250-seat Foxborough space in December (226 Patriot Place), new from owners Lillian and Helder Brandão.
Expect Latin-African fusion: kreyol pasta, branzino, rasta pasta (pappardelle in spicy oxtail cream), and plenty of veggie choices like roasted vegetable vegan ravioli, bang bang cauliflower, and candied-apple Brussels sprouts.
Pair it all with a lychee martini — and a bigger beer selection than at the Boston original, befitting the Gillette-adjacent location.
Chef Sarah Wade (Sloane’s, Stillwater) opens SJ’s in early November (745 Atlantic Ave.). She’s known for comfort food, including outrageous versions of mac and cheese. Her newest spot keeps with that theme. Try shrimp toast on white bread filled with sesame and scallion; a trio of pork rillette macarons; caviar and blinis; and steak frites.
Closings: Birds of Paradise at the Charles River Speedway (525 Western Ave.) pours its final drink on Friday, Oct. 31, confirms Will Isaza, a longtime familiar face behind their bar.
An Instagram post, soundtracked to John Denver’s “Leaving on a Jet Plane”— an homage to the golden age of air travel theme — thanked staff, past and present, for “taking part in our journey around the world.”
It opened in 2022, helmed by Ran Duan, then at the top of his career with hot spots such as Baldwin Bar and Blossom Bar.
“The whole concept behind Birds of Paradise is traveling and escapism. The menu is going to be based on plane tickets. Think of Pan Am,” he said at the time. “We thought, especially with the timing of the pandemic, the space, and everything that’s been going on, it was the perfect concept with the perfect timing to get people to travel somewhere they miss.”
Lately, Duan has been in the news after the closure of another Brookline bar, Ivory Pearl, and the departure of several long-term bartenders and a beverage manager amid the personal upheaval chronicled in a September 2025 Globe story.
Isaza continues to run Salsa Shack at the Speedway, serving corn tortilla tacos and corn chowder.
Relocations: James Beard Award finalist Erin Miller will move her Urban Hearth from North Cambridge to a flagship location in Inman Square (1281 Cambridge St.), opening in early 2026. This space will be larger, with a six-seat chef’s counter, a salon area, and a full-service bar. The smaller, original branch (2263 Massachusetts Ave.) will stay open, serving Miller’s local, seasonal menu.
Kara Baskin can be reached at kara.baskin@globe.com. Follow her @kcbaskin.
As autonomous vehicle technology becomes more common around the country, Boston is struggling to determine how driverless cars could fit in on the city’s congested and confusing streets — if it allows them at all.
The City Council postponed a vote Wednesday on an ordinance that would ban commercial autonomous vehicles, which carry passengers similarly to taxis or ride-share services, from operating in Boston until a thorough study is completed on how their introduction would impact the city.
Councilor Gabriela Coletta Zapata, chair of the Committee on Government Operations, said during the weekly council meeting that more work was needed on the ordinance after an hours-long hearing on the matter on Tuesday.
During the hearing, many residents testified passionately on opposite sides of the issue, at times pitting different interest groups against each other.
Much of the worry about commercial autonomous vehicles stems from fears that they could take away jobs from Uber and Lyft drivers and create safety issues on the road.
But disabled residents who spoke said that, on the contrary, it could actually make Boston safer for them.
“I think there is a world in which we can do both,” Councilor Julia Mejia said during Tuesday’s hearing. “There is a way in which we can improve the quality of experience for our disability community while also maintaining the integrity of our workforce and we’re not hurting our low-income workers.”
Earlier this year, Waymo, a leading self-driving car company that operates “robotaxis” in several cities across the country, began deploying its vehicles in Boston to begin mapping the city.
Although the mapping cars were operated by humans and the company has no concrete plans to expand its service to Boston, the initiative sparked conversations at both the city and state levels about how to prepare for the potential impacts of driverless technology.
Members of the union representing ride-share drivers rallied in front of City Hall on Tuesday to oppose Waymo’s plans for Boston, saying it would result in the loss of their jobs and wages that they depend on to support their families, and in turn hurt the local economy.
The brand-new union, which was authorized by a state-wide ballot initiative last year, is still establishing itself, and leaders said autonomous vehicles would do away with all of the progress they had made toward job safety for members.
“We’re not against technology,” App Drivers Union Executive Director Autumn Weintraub said. “We are against technology that benefits billionaires. We need technology that is for the people, that is for workers and that is going to help workers and their families make a better life, not create a dystopian society where people don’t know how to survive.”
Some drivers said they provide an essential service beyond just driving people around that a driverless car would be unable to perform.
One said he had recently stopped to call an ambulance when he saw someone who had overdosed on the side of the road, while others shared stories of helping riders with bags or simply making a human connection.
Alfred Potter, a ride-share driver for the last 11 years, told MassLive that he drives full-time and it is his main source of income, with which he supports his wife and eight children, four of whom live with him.
He said on a recent ride, he picked up a senior couple at Lawrence General Hospital, getting out of the car to take their belongings and help the couple — one using a walker and the other using a cane — into the vehicle.
During the hour-long drive, the man said he needed to use the bathroom. There wasn’t a rest stop nearby, but Potter pulled over somewhere secluded and helped the man to the woods to relieve himself.
“They were very thankful. I did it because I firmly believe it is the least I would expect if anyone in my family had that need,” Potter said. “I don’t believe any autonomous vehicle I know of would be able to do that.”
Matt Walsh, Waymo’s regional head of state and public policy, said that in other cities where the company has launched, they have not seen any impact on jobs or wages.
He said that in San Francisco in 2024, the number working for taxi and limousine companies grew by 7% and wages in the industry rose by 14%.
“You see a Waymo vehicle without a driver and you automatically equate it with a one-for-one job loss for people that are driving for a living,” Walsh said. “The reality is that a service like Waymo requires a tremendous amount of hardworking people to make that work. Vehicle technicians, dispatchers, fleet managers, people working in our offices cleaning the vehicles. We are very excited about the job growth that we are going to create.”
He added that Waymo is working on partnerships with organizations like the Ben Franklin Institute of Technology and the Clubhouse Network, an after-school STEM program in Roxbury, to develop jobs programs in Boston.
The City Council chamber was packed during Tuesday’s hearing, with most of those present coming directly inside from the labor rally.
But a strong contingent from the disability community also came out to oppose limitations on autonomous vehicles, which they said could provide unprecedented opportunities for freedom and independence.
Bay State Council of the Blind Director Nora Nagle, who is legally blind and uses a guide dog, said she had often been refused rides by Uber or Lyft drivers who didn’t want a dog in their car, despite laws requiring them to accommodate service animals.
“I’ve been refused politely, I’ve been refused rudely. Some just drive away, some drivers give me excuses,” she said. “Where’s the humanity in leaving a blind person standing in the dark in the rain with no way to get home? … If I could take a safe autonomous car, it would mean that I wouldn’t have to worry about being refused two, three and four times in a row.”
Walsh said Waymo has already introduced features specifically aimed at helping visually impaired riders in response to customer feedback, including cars playing a melody so riders know they are getting into the correct vehicle and audio narration that tells riders what streets they are on as they travel.
The ordinance requiring an impact study, which was originally filed by Councilors Erin Murphy and Henry Santana, was sent back to committee for further discussion.
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New England Patriots
The New England Patriots are reportedly moving on from a former second-round pick.
According to NFL Network’s Tom Pelissero, the Patriots are trading defensive end Keion White to the San Francisco 49ers in exchange for a 2026 sixth-round pick and a 2026 seventh-round pick.
It stands as a largely underwhelming return for a 26-year-old player who recorded five sacks last seasons and was a high draft pick just two years ago. But, the writing was on the wall that White needed a fresh start elsewhere after failing to carve out a role in Mike Vrabel’s defense.
One of New England’s top pass-rushers last season, White fell behind on New England’s depth chart during training camp, with Vrabel’s new defensive scheme and the presence of several interior pass-rushers like Milton Williams, Khyiris Tonga, and a healthy Christian Barmore negating White’s top strength when it came to rushing up the gut to put pressure on opposing QBs.
White was unable to settle into a groove as more of an outside edge rusher, losing out a featured role to the likes of Harold Landry and K’Lavon Chaisson as the preseason carried on.
White appeared in just five games for New England this season, recording just six total tackles. He was designated as a healthy scratch ahead of Sunday’s win over the Cleveland Browns. He logged 17 total snaps in Week 7 against the Titans.
The Georgia Tech product look poised for a breakout season with New England in 2024 after posting four sacks over the first two games of the year. But, he only recorded two sacks over his remaining 36-game run in Foxborough before the team opted to send him out west.
Even if White wasn’t a strong fit in Vrabel’s defense, his absence makes New England’s pass-rushing corps a bit thinner. The Patriots’ pass-rushing personnel now features Chaisson, Landry, Anfernee Jennings, Elijah Ponder, and Caleb Murphy on the active roster.
White will look to recoup his value in the Bay Area, where his pass-rushing capabilities will be utilized to account for the loss of Nick Bosa, who suffered a season-ending knee injury in Week 3.
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