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"First, Dolloff was not a licensed security guard. The City of Denver has a municipal ordinance requiring anyone employed as a "security guard" to possess a city license authorizing the person to work in that capacity inside Denver city limits. To get the license the applicant must complete the specified training. If the applicant is to be armed as a security guard, he must undergo some additional training, and pass a firearms proficiency course. If the security guard is going to work in a "plain clothes" capacity — as Dolloff was — he must undergo even more training before getting the license. An official for the City of Denver licensing department responded to a news inquiry that they have no application on file for anyone named Matthew Dolloff as holding the necessary license issued by the City of Denver.
Second, Dolloff didn't work for Pinkerton as claimed by "9News", the NBC affiliate station in Denver who said they hired him to be security for their news crew at the protest. A statement issued by Pinkerton on Sunday said they did not employ Dolloff, but that he worked for a contractor. I'm not sure exactly what that means, but it could be that Pinkerton contracts with a local security company to provide manpower when Pinkerton has a contract in a location not close to one of their offices. Or it could be that Pinkerton has licensed use of their name to independently owned companies, and those independent companies employ the individual security guards.
Third, at least one well-known field reporter for 9News — Kyle Clark — is identified by a BLM/Antifa website as being "one of us" in a Twitter comment saying the 9News reporter didn't need security because they would protect him "Kyle is one of us." More on this below."