A former special agent with Homeland Security Investigations was sentenced Thursday to seven years in federal prison for taking photos and videos of himself and a 17-year-old girl engaged in sex acts at a hotel on several occasions and then sending them to her.
Timothy Ryan Gregg, 53, of Eagan, who was also an FBI task force member, previously pleaded guilty in U.S. District Court in Minneapolis to the sole count of transportation of visual depictions of a minor engaging in sexual conduct.
According to prosecutors, the girl listed her age as 19 on her profile on Tinder, a dating/meet-up app. Gregg, at his October plea hearing, admitted that after taking her to a hotel four times last year, he used a law enforcement database to look her up and learned that she was 17. He then took her to the same hotel five more times and afterward sent her sexually explicit photos and videos he took of them.
“Mr. Gregg knew better than most that he should have terminated his involvement with this young girl and that he should have walked away when he found out that she was 17,” Assistant U.S. Attorney LeeAnn Bell said Thursday in court, while asking for a 14-year prison term. “And he didn’t.”
It is hard to not agree with that prosecutor's quote. More -
The girl told law enforcement that she had met Gregg through Tinder. She said he picked her up multiple times, mostly on Sundays, and that they went to a hotel, where he took photos and videos of them engaged in sex.
A check of hotel records by law enforcement showed that Gregg rented a room four times in March 2025 and twice in each of the following two months, all on Sundays.
Hotel employees said that Gregg would rent the rooms by himself and then bring a guest inside the hotel through the parking ramp.
Gregg used his “official ICE/HS email address to make the hotel reservations,” the complaint states.
At his plea hearing, the judge asked Gregg why he mostly met up with the girl on Sundays. After a long pause, he replied: “Because I was lying to my wife.”
More - the "oh shit" moment -
On the day he was arrested, June 3, 2025, Gregg was supposed to assist fellow FBI task force agents and other law enforcement officers in raids at eight metro locations as part of an investigation into narcotics trafficking, money laundering and human trafficking.
However, according to court documents, FBI agents “attempted to conduct a ruse” to take him into custody, telling him to go to the FBI field office in Minneapolis. He said he’d show up, but didn’t. A second call was made asking him to show up at the HSI field office in St. Paul.
Gregg panicked after realizing they were trying to arrest him and experienced a “mental health crisis,” Pacyga, his attorney, said Thursday in court.
Gregg called Pacyga while driving around in his government-issued vehicle for several hours with his service weapons and threatening to take his own life, Pacyga said.
“His whole world was crashing down on him,” he said.
Gregg turned himself in after Pacyga rode with him in his vehicle and Pacyga had him turn his firearms. Pacyga spoke with FBI crisis negotiators and Joe Thompson, who at the time was the acting U.S. attorney for Minnesota, and convinced Gregg to arrange a peaceful arrest and surrender.
If it wasn't ICE related it would amaze that someone that unprincipled and stupid at the same time was federally employed. But it was ICE, so, to be expected. They are that unprincipled and dumb. It's in the ICE DNA. Look at Bovino, as awful, but a hair less stupid. By a hair. More a public showman, our leadership Bovino was, but less sensually aroused except when wearing the outfit and throwing teargas canisters at human beings.

