Funeral home employee arrested on gun charges in two separate cases


GAINESVILLE, Fla. – Darrin Prescott Flagg, 53, was arrested late last night on two warrants involving gun charges from several months ago.

On October 13, 2022, Gainesville Police Department officers responded to Chestnut Funeral Home on N. Main Street at about 11:35 a.m. after the victim reported that Flagg had grabbed her, placed a pistol against her neck, and stated that he should kill her.

The victim reportedly told police that she had met Flagg at the funeral home at about 9:30 p.m. the previous night because Flagg worked there and they needed a place to leave her car. She said they sat in Flagg’s car for about half an hour, watching a movie on her tablet and drinking, then they went downtown, where Flagg reportedly became jealous because the victim was talking to other people. She said they got into a verbal argument, and Flagg ordered her out of his car at City Lot 13. She said she decided to walk the eight blocks back to her car, taking back streets to avoid Flagg, and that she got to the funeral home between 12:45 a.m. and 1:00 a.m.

The victim said that she initially didn’t see Flagg, who was parked at the funeral home but standing out of sight, but they got into an argument in the parking lot. She said Flagg started rummaging in the trunk of his car, so she moved first to the sidewalk and then to the median on NW 8th Avenue.

The victim said Flagg started circling her in his car and that he hit something, possibly a curb; she thought he had damaged his tire and was preoccupied, so she tried to rush past him to get to her car and leave. She said Flagg grabbed her, pulled her close to him, jammed a pistol to her neck, and said he ought to kill her. She said she was able to pull away from him and left in her car, but Flagg called her 31 times in the next hour and a half. She said she had known Flagg for over 15 years and had dated him for about three months and that he had strangled her two other times, but she hadn’t reported those incidents to the police.

The victim said she had previously seen two pistols in a red and blue Spiderman backpack in the trunk of his car. She filed a sworn complaint.

On October 29, 2022, Flagg reportedly got into an argument with a family member, and the family member went outside, then Flagg allegedly followed her with a red and black bag in his hands. He then allegedly took two handguns from the bag and began to wave the pistols around. Family members said they pushed Flagg back inside the house, and he reportedly left the scene before officers arrived.

A warrant for the October 29 incident was issued on November 3, with a bond of $75,000. Formal charges in that incident were filed on February 8, and a new warrant was issued with a bond of $150.000. A warrant for the October 13 incident was issued on November 15, with a bond of $150.000.

Flagg has been charged with two counts of aggravated assault with a deadly weapon and two counts of possession of a firearm by a convicted felon. He has 13 felony convictions (two violent) and 10 misdemeanor convictions (two violent), and he has served two state prison sentences, with his most recent release in 2009. Judge Walter Green set bail at $300,000.

Articles about arrests are based on reports from law enforcement agencies. The charges listed are taken from the arrest report and/or court records and are only accusations. All suspects are innocent until proven guilty in a court of law. 

  • Certain commissioners didn’t know those firearms & felons that keep the business going were going to be so close did they? Wonder if they’ll rethink the recent background check legislation?

    That’s ROI if there ever was one.

  • Guess that’s one way to make sure your customers don’t have the opportunity to compare prices.

    • Boss- Flagg we are short on services this week…we are not
      going to make it to the end of the month….
      Flagg- I got you Boss…

      at the end of the month…

      Boss- Thanks to Flagg we surpass our month sales!!! Cheer
      to the employee of the month!!!
      Flaff- ( whit a smoking gun on hand) It was my duty Boss..

  • Judge Green is in the tank with the law skool flunkies in college loan debt, no doubt. Chestnuts obviously, too.

    • How do you know Judge Green? Are you friends? Are you related? 🤔 Just curious 👀 since you’re speaking on his name!

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