Just after 4 a.m. on Tuesday, November 3, 2026, two tactical teams entered two apartments at the same moment at the Sleepy Hollow Apartments in Monticello, Sullivan County, New York, breaching the doors of units in buildings #10 and #14 simultaneously, according to the Sullivan County Sheriff's Office as reported by Hudson Valley Country (97.7/97.3 The Wolf). Two Monticello men were arrested, and both now face felony drug charges.
Source: Hudson Valley Country / Townsquare Media
The raids were not a reaction to a single call. Sheriff Mike Schiff said the search warrants and arrests were the result of a two-month investigation by the Sheriff's Gang and Narcotics Intelligence Unit together with the Village of Monticello Police Department — the kind of slow, documented investigation, built on complaints and surveillance, that ends with warrants signed for specific apartments rather than a street stop.
Inside the two apartments: powder and crack cocaine in one, crack and ecstasy in the other
In one apartment, police arrested Robert Bowser, 35, known as “Ratchet,” who reportedly had both powder cocaine and crack cocaine. In the other apartment, police arrested Daishawn Crummell, 30, known as “Stacks,” who police said had crack cocaine and ecstasy pills.
Crummell's arrest included an allegation that will add its own charge. Police said he attempted to throw the drugs out of the window when officers entered, but detectives had been positioned outside the building and immediately recovered the evidence — a standard precaution in simultaneous-entry raids, taken precisely because suspects in upper-floor apartments often try to discard drugs in the first seconds of a breach.
Source: Hudson Valley Country / Townsquare Media
The charges both men face
Both Bowser and Crummell were charged with felony criminal possession of a controlled substance with intent to sell, misdemeanor counts of criminal use of drug paraphernalia, and endangering the welfare of a child. Crummell was additionally charged with felony tampering with physical evidence, arising from the allegation that he threw drugs from the window. Authorities did not release further detail about the child-endangerment count, and no child is identified in this report.
Their immediate outcomes were different. Bowser, who has two prior felony convictions, was remanded to the Sullivan County Jail without bail. He was also wanted by the Village of Liberty Police on a separate larceny charge, the report said. Crummell, who had no prior felony convictions, was released. All of the charges are allegations; both men are presumed innocent unless the charges are proven in court.
Why two teams at the exact same time
Sheriff Schiff explained the tactic directly: “In order for this operation to be successful and to keep both the law enforcement officers and residents safe, two tactical teams hitting both locations at the exact same time were necessary to capitalize on the element of surprise,” he said. If the two apartments had been entered minutes apart, a warning from the first could have given the second time to discard evidence or barricade — the risk the simultaneous entry was designed to remove.
The location itself is part of the story. The Sleepy Hollow development has been the scene of drug-dealing complaints and several shootings over the past year, according to the report — the background that explains why a housing complex, rather than a single dealer, received a two-month multi-agency investigation. Monticello is the county seat area of Sullivan County in New York's Catskills region, a largely rural county northwest of New York City where village police and the sheriff's office run narcotics work together through units like the Gang and Narcotics Intelligence Unit.
Raids like this one are the end of an investigation, not the end of the case. Both men must still be formally processed through Sullivan County courts, evidence must be lab-tested, and the felony intent-to-sell charges must be proven — or challenged — in court.
What happens next
Bowser remains in the Sullivan County Jail without bail on the new charges, with the separate Liberty larceny matter also outstanding. Crummell, released after processing, will have future court dates on the felony possession-with-intent, tampering, paraphernalia and child-endangerment counts. Prosecutors will decide how the cases proceed in Sullivan County Court, and Awaaz Punjab will follow the filings. No trial dates had been announced in the initial reporting.