Cheryl Leigh Gray, 50, of Middletown, Maryland, was sentenced to five years of incarceration, with all but 60 days suspended, and ordered to pay $65,000 in restitution after pleading guilty to felony theft. Gray, previously convicted in a separate theft case, admitted to stealing $65,000 from a friend by falsely claiming she needed the money for medical treatment, when in reality, she used it to pay court-ordered restitution.
According to the news release distributed Wednesday, March 19: “Attorney General Anthony G. Brown announced today that Cheryl Leigh Gray, 50, of Middletown, Maryland, was sentenced by the Honorable Julia A. Minner in the Circuit Court for Frederick County to one count of felony theft $25,000-$100,000 and ordered to pay $65,000 in restitution. The investigation was led by the Attorney General’s Fraud and Corruption Unit and the Maryland Insurance Administration.
On April 5, 2024, Attorney General Brown announced that Gray was convicted in an earlier, separate Frederick County felony theft scheme case related to her work as an insurance producer. When sentenced, Gray had already repaid $305,995.55 in restitution. Gray gathered some of the money she used to pay part of the restitution by engaging in a new theft scheme.
In the new scheme, for which charges were announced in February 2025, Gray stole $65,000 from a friend by falsely claiming that she needed the money for medical treatment when she really needed the money to pay her restitution. On February 10, 2025, Gray pleaded guilty to felony theft $25,000-$100,000 for stealing the $65,000 from her friend.
On March 17, 2025, Judge Minner sentenced Gray to five years of incarceration, suspending all but 60 days. Gray will also be on five years of supervised probation. She is required to pay $65,000 in restitution to the friend.
In making today’s announcement, Attorney General Brown thanked his Criminal Division, specifically Division Chief Katie Dorian, Fraud and Corruption Unit Chief Alex Huggins, and Senior Assistant Attorney General Timothy Lake, who prosecuted these cases. Attorney General Brown also thanked Maryland Insurance Administration Forensic Auditor Suzzanne Jones and Investigator William Wagner. Finally, Attorney General Brown thanked State’s Attorney for Frederick County J. Charles Smith III for his assistance with this prosecution.”