This is not the first time that Whitehead, a
onetime mortgage broker who
served time in prison for identity theft, has gone after entertainers who questioned how he could afford his high-flying lifestyle.
In September, Whitehead filed a pair of separate $20 million lawsuits against two YouTubers, claiming that their comments about him were defamatory and slanderous.
The complaints were similar to the new one filed against Miss Jones, with Whitehead accusing Demario Q. Jives and Larry Reid of calling him a con artist.
Jives claimed in a video a month earlier that Whitehead continued to wear “the same jewelry that [he] got robbed in,” said he engaged in “drug dealing,” and was involved with “the Bloods and the Crypts [sic],” according to
court papers cited by the New York Post.
“I’m a commentator,” Jives told the outlet. “I give commentary on religion, politics, public figures, everything. … We make a lot of jokes, especially about this particular situation, because this guy really is a joke. So for him to try to even file something is egregious.”
Last month, Whitehead
sued Rolls-Royce Motor Cars Financial Services when the lender dinged his credit score over a late payment on his $300,000 vehicle. He claimed his monthly payments were up-to-date, and was “shocked and dismayed to see that his credit score dropped ~70 points as a result” of the supposed error.
In 2021, a parishioner of Whitehead’s
accused him of duping her out of her life savings. That same year, he was sued by a New Jersey real estate developer
over more than $330,000 in unpaid bills. Earlier this month, the
Post described Whitehead as a “
slumlord” for reportedly trying to evict 11 low-income tenants from four properties he owns in Connecticut.
