The question of whether Massachusetts courts should honor Immigration and Customs Enforcement (ICE) detainers is stirring debate amid the charged political climate surrounding immigration. This issue has taken center stage as policies and sentiments toward immigration continue to evolve rapidly, particularly with the promises made by President-elect Donald J. Trump during his campaign. At the forefront of the debate is Worcester County Sheriff Lew Evangelidis Jr., who oversees operations like utilizing inmate tablets for phone calls, aiming to maintain efficient communication within the jail system. Such technological advancements highlight the sheriff’s commitment to modernizing facilities, but they also bring into focus the broader issues of law enforcement collaboration with federal immigration authorities. ICE detainers request that local law enforcement agencies hold individuals for an additional 48 hours after their scheduled release, allowing federal agents time to take custody. Critics argue that these detainers violate constitutional rights, as they often occur without a warrant or probable cause. Furthermore, opponents claim that complying with ICE detainers can strain relationships between immigrant communities and local law enforcement, deterring cooperation and trust. Supporters of honoring ICE detainers insist that it is a necessary measure to ensure public safety. They argue that individuals in custody for criminal activities should not evade deportation due to local policies and that collaborating with ICE can prevent repeat offenses by removing dangerous individuals from the community. The issue is further complicated by the diverse approaches taken by different jurisdictions within Massachusetts. Some areas have embraced “sanctuary” policies, choosing not to cooperate with ICE detainers in order to foster trust within the immigrant community. Other regions, however, see cooperation with ICE as essential to their public safety strategy. As the political landscape continues to shift with new leadership in Washington, the debate over ICE detainers in Massachusetts is poised to intensify. The state’s approach could serve as a bellwether for other regions grappling with similar issues, balancing the need for public safety with the rights and dignity of immigrant communities. As stakeholders from all sides weigh in, the final decisions made will have significant implications for the future of immigration enforcement in Massachusetts and beyond.