NEW PORT RICHEY — Roy Day's history of angry ravings was already well documented when he turned on a co-worker at the Hudson Wal-Mart.
In all caps and bold type, the 63-year-old former chiropractor called the woman a man-hating lesbian and "extreme feminist." He printed that and other nastiness in fliers he intended for distribution in her neighborhood in Trinity and at the Wal-Mart.
In the meantime, Day called the 63-year-old woman and left messages at least 14 times over a few days this spring. Authorities said he lurked near her home. They arrested him on a misdemeanor charge of stalking.
He went to trial earlier this month. As is his custom, he represented himself.
Day is a well-established utilizer of the legal system, so much so that he's effectively been told by various courts to stop filing anything unless he hires a lawyer. He gave up his chiropractor license in 2002 while facing a disciplinary matter.
That same year, he filed a lawsuit against the Port Richey Police Department that sought $100 million in damages over a speeding ticket. In the file, he included a photocopy of a Dilbert comic. The case was dismissed.
He once sued GTE for $5 million because he found a misspelled word in a directory. He also filed suit against John Doe for violating his right to privacy.
Sometimes his actions rose from frivolous to sinister. After a federal judge, who is African-American, ruled against him in a case in the 1990s, Day wrote the judge a letter using the n-word 66 times.
In 1994, Day was arrested in Tarpon Springs, charged with stalking and threatening a family who tried to buy his house, forging his brother's name on checks and illegally taping conversations with police. He pleaded guilty so he could get out of jail — he was sentenced to probation — and vowed to sue everyone involved in the case.
Before he went to trial this month, Day filled the court file with an array of motions and memos. He tried to get Pasco County Judge Debra Roberts to recuse herself from the case because, he said, she ridicules defendants who represent themselves. He repeatedly wrote "black female" in bold letters after Roberts' name.
The co-worker in the case said Day made her fear for her safety and that of her grandchildren. His fliers included her age, address, phone number and e-mail address.
A jury found him guilty of stalking on Oct. 9. Roberts sentenced him to a year in the county jail, the maximum for a first-degree misdemeanor.
In his mugshot, he flashes a toothy smile.
Molly Moorhead can be reached at firstname.lastname@example.org or (727) 869-6245.