Update October 29, 2025:
Since this story was first published, Sullivan County Sheriff Mike Schiff appeared on The Local Edition to address a Times Union report about an incident in which an inmate at the county jail smuggled in a firearm undetected last August.
Schiff called the incident a “very serious lapse” caused by an improper search, but emphasized that the gun never reached the jail’s housing area. He said the weapon was sealed in the inmate’s property bag, which remained secured in a monitored room. Schiff added that the District Attorney’s Office was notified immediately and that the incident has been under investigation. He also expressed frustration that details were leaked to the media.
“It was not a proper search. Very serious, very serious lapse, and a gun did get into our facility and then into the jail, but it never made it on the floor.” — Sheriff Mike Schiff
Listen to the full interview here.
Following the original post on the matter, the Sullivan County District Attorney’s Office released a statement denying any political influence in prosecutorial decisions. Read the full statement here.
Casey Seiler, editor of the Times Union, said “The Times Union stands by its reporting.”
Brendan J. Lyons is a managing editor for the Times Union overseeing the Capitol Bureau and investigations. This post was updated with his correct title.
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A new Times Union investigation is shedding light on a troubling security lapse inside the Sullivan County Jail. Managing Editor Brendan J. Lyons uncovered that a man entered the jail in August with a loaded .22-caliber handgun — a weapon that went undetected through multiple searches, including an interrogation and a court appearance.
Lyons joined The Local Edition to talk about how the incident happened, what the sheriff’s office is saying, and why critics are calling it a “gross incompetence” that could have led to tragedy.
Read the full Times Union story here.
A Weapon That Went Unnoticed
According to Lyons, the case began with a traffic stop in Monticello, where sheriff’s deputies had been increasing patrols after a string of summer shootings.
“They stopped a car with three individuals,” he said, “and recovered a loaded handgun in the seatback. None of the men claimed it, so they brought all three in for questioning.”
During that process, one of the suspects — who had already been frisked at least twice — still had another gun concealed in his coat pocket. He went through interrogation, arraignment before a village judge, and jail intake without anyone discovering it.
“It’s remarkable,” Lyons said. “This man was inside a secure facility, behind bars, wearing that same coat — and the gun wasn’t found until another inmate overheard him bragging about it and alerted staff.”
A Chain of Missteps
When the weapon was finally recovered, Lyons says it wasn’t logged as evidence. Instead, it was locked away in an administrative safe — untested and unreported.
“There was no incident report. No notice to the state Commission of Correction, which oversees jails,” Lyons said. “That report only went in nearly two months later — and only after a civilian tipped off the state agency.”
Sheriff Michael Schiff told the Times Union the gun remains in that safe and defended his department’s handling of the matter, calling it “sloppy police work” but denying any cover-up. Schiff also said prosecutors advised that a search warrant might have been required to seize the weapon — a claim multiple legal experts disputed.
“There’s no expectation of privacy in jail,” Lyons explained. “Prosecutors and judges we spoke with called that reasoning laughable.”
Unanswered Questions
The sheriff’s office has not filed additional charges against the suspect, and the weapon still hasn’t been tested for DNA or ballistics. That’s especially concerning, Lyons said, because some recent unsolved shootings in Monticello involved a .22-caliber firearm.
“The sheriff said the gun was inoperable,” Lyons added, “but other law enforcement sources told me that’s not a reason to skip testing — you can still check for DNA or ballistics matches.”
Schiff, who’s up for re-election, has suggested the story’s resurfacing is politically motivated — pointing to his write-in challenger, retired State Police investigator Timothy Dymond. Lyons, however, says the facts speak for themselves.
“Whatever the politics,” he said, “there were protocol violations here that need to be addressed.”
Image: Sheriff Michael Schiff (Credit: Sullivan County Government Facebook)
He must know the person who held the gun. He’s covering up. We would never have heard about this if people weren’t fed up!!
Hmmm, sounds as if it’s a dereliction of duty. I tried to set up a meeting with Mr. Schiff re: drugs in his jail and the local prison and he neglected to meet with me. Mr Schiff did return my call and I spoke with him. He, Mr. Schiff said we’d set up a date. I never heard from him again.