Dwayne Claud Singh, a 39-year-old Jamaican national who previously lived in New Haven, was sentenced to 22 months in federal prison for illegally reentering the United States after being deported. The sentence was handed down by U.S. District Judge Vernon D. Oliver in Hartford, according to David X. Sullivan, United States Attorney for the District of Connecticut.
Court records show that Singh was convicted in 2014 in Connecticut Superior Court on charges related to drugs, weapons, and forgery. He received a five-year prison sentence and was deported to Jamaica in January 2018. After his deportation, Singh returned to the U.S. without authorization and obtained a California driver’s license under the name “Kevin Anthony Smith.” He used this false identity to find employment and register two vehicles with insurance in Connecticut.
Singh has been held since his arrest on July 23, 2025, following a federal criminal complaint. At the time of his arrest, he also faced an outstanding state warrant from March 2023 for breach of peace and threatening offenses. On October 4, 2025, Singh pleaded guilty in federal court to unlawful reentry.
The investigation was conducted by Homeland Security Investigations (HSI) and U.S. Immigration and Customs Enforcement (ICE), Enforcement and Removal Operations. Assistant U.S. Attorney Neeraj N. Patel prosecuted the case.
“This case is part of Operation Take Back America, a nationwide initiative that marshals the full resources of the Department of Justice to repel the invasion of illegal immigration, achieve the total elimination of cartels and transnational criminal organizations (TCOs), and protect our communities from the perpetrators of violent crime,” according to the press release.
