Sherwin began his legal career as a law clerk for Chief Judge Paul Ramon Matia, U.S. District Court, Northern District of Ohio.[9] In 2008, he became an Assistant U.S. Attorney for the Southern District of Florida.[7] In 2011, then Attorney General Eric Holder appointed him to serve as part of a special detail for the United States Department of State prosecuting terrorists in Bagram, Afghanistan, where he assisted in more than 120 primary court terrorism trials and 250 appellate cases convened by the Afghan judicial tribunal.[6]
During his time as assistant U.S. attorney, Sherwin prosecuted Colombian and Venezuelan drug cartels and kingpins, including the successful conviction of Sigifredo Maya, a top member of the Medellín Cartel.[10] Sherwin also won multiple convictions of developers and contractors who had stolen tens of millions of dollars from the Low Income Housing Tax Credit program which is supposed to provide housing for people in need.[11] In 2016, he ran the country's largest task force on health care fraud which led the department in health care fraud indictments, trials and asset forfeitures.[10] In 2018 Sherwin joined the Miami office's national security section where he prosecuted counterintelligence cases, economic espionage, and state-sanctioned theft of trade secrets and digital currency.[4][12]
In 2019, Sherwin became associate deputy attorney general for national security advising Attorney General William Barr and Deputy Attorney General Jeffrey A. Rosen at the Justice Department in Washington D.C.[10]
Sherwin investigated a deadly December 2019 shooting at a naval air station in Pensacola, Florida. During the investigation he met and impressed Attorney General William Barr, officials told The Washington Post.[4]
U.S. Attorney's Office for the District of Columbia
Barr asked Sherwin to become the deputy of Timothy Shea at the District of Columbia office in March 2020. Sherwin was named acting U.S. Attorney in April 2020 when Shea, after three months as U.S. Attorney, was appointed to lead the Drug Enforcement Administration. Trump nominated Justin Herdman to be Shea's permanent successor.[4]
In May 2020, Barr moved to dismiss the guilty plea of former Trump national security adviser Michael Flynn.[4] Flynn had pleaded guilty to charges of lying to the Federal Bureau of Investigation about his conversations in 2016 with Russia's ambassador.[15] Sherwin approved the decision to give to Flynn's defense team internal FBI records that the government cited in its dismissal motion, an official told The Washington Post.[4] Sherwin joined Barr's effort to drop charges in a move that was seen as controversial. Some alleged Sherwin was acting politically to protect Trump allies under Barr's orders, while others cited Sherwin's long history as an apolitical prosecutor in making prosecutorial decisions.[12][16]
BLM Protests
Sherwin's office arrested hundreds of people in the wake of weeks of protests in D.C. following the murder of George Floyd. The actions took a curious turn when Sherwin, acting in his position as U.S. Attorney at Trump's discretion, came to the defense of Black Lives Matter protestors that DC Mayor Muriel Bowser wanted charged with crimes. Bowser publicly criticized Sherwin for not bringing enough charges against the protesters. Sherwin fired back in a public letter saying her police department had not produced the bare minimum of evidence. "Surely, by your comments, you are not suggesting that this Office skirt constitutional protections and due process," Sherwin wrote.[17]
Other cases
On May 28, 2020, Sherwin announced the indictment of 28 North Korean and five Chinese citizens charged with laundering more than $2.5 billion in illegal payments for North Korea's nuclear weapons and missile program.[18][19]
In June of 2020, Sherwin closed a three-year-long investigation into whether a state-owned Egyptian bank had secretly financed a $10 million loan by Trump to his political campaign in the days shortly before the 2016 presidential election.[20][21]
In December 2020, Sherwin charged bombmaker Abu Agila Mas’ud in a criminal complaint with designing and building the bomb which took down Pan Am Flight 103 in 1988 over Lockerbie, Scotland, killing all 270 people aboard.
Capitol Riots
Through March 2021, Sherwin supervised the early months of investigations into the 2021 storming of the United States Capitol charging 325 individuals. Several participants were indicted on conspiracy charges during Sherwin's tenure and he stated in media interviews he believed the evidence would support possible sedition charges against some participants in the incident.[22][23] The Biden administration and, later, Attorney General Merrick Garland asked Sherwin to stay on at the Justice Department in another role to continue the prosecutions.[24]
Sherwin left the Justice Department in April 2021. During his last week as acting U.S. Attorney, Sherwin did an interview with 60 Minutes in which he said, "I personally believe the evidence is trending toward" seditious conspiracy charges, which echoed comments he had made in previous interviews.[25] Two days later, federal Judge Amit Mehta convened an emergency hearing criticizing Sherwin for the comments. While department referrals are required to remain private, federal prosecutor John Crabb announced in open court that Sherwin had been referred to the department's ethics office for conducting a media interview without official permission and commenting on a pending case.[26] Some observers called Sherwin's comments "improper", but others came to his defense, saying he provided the public "some much-needed and welcome insight" into the cases.[27][28]
On March 3, 2021, the Biden administration appointed Channing D. Phillips acting U.S. Attorney for D.C.[29]
Personal life
Sherwin is the son of Allen Lewis Sherwin and Nora (Schlachet) Sherwin.[3]