In 2014, Montgomery was revealed to be working as a confidential informant for Sheriff Joe Arpaio. He claimed that when he was contracting for the CIA through the Etrepid Technologies, the government contracts that he was doing, he obtained documents that proved a conspiracy against Arpaio. Basically, that the Department of Justice under Eric Holder was working with the judge in the case, in Arpaio's racial profiling case, that the two of them were working together, and he had the documentation.