It resulted in a $40 ticket which led to a confrontation between the men.
The state employee parked in a similar spot the next day which resulted in an angry text from the businessman - "clever parking d***head" - and a Facebook post related to the incident.
Some months later, the businessman began receiving text messages and phone calls from gay males interested in meeting for sex.
After making enquiries, he discovered his contact details had been written in several locations at a known meeting spot.
"I found my phone number was plastered all around it written in pen saying I was gay and looking for a good time, that I could be there in five minutes, and I had all sorts of men texting me from there," the victim said.
"I was pretty upset. I was standing up there crying because my name was everywhere."
In 2014, the defendant created a fake profile on a dating website using the victim's photo and contact details.
The advertisement had the title "new gay male to play" and people were encouraged to get in touch with the man.
During the trial, the court heard how the man received threatening text messages, a sex toy in the mail, photos of himself defaced with phallic images and businesses neighbouring his own were sent a letter claiming the man was being investigated by police for sex offences.
His name was also graffitied around Dunedin, including one instance when it was written in huge letters on a park using weed killer.
"It was a living hell, to be honest," the victim said.
The Crown said the offending was "sophisticated and orchestrated" but the smoking gun, in terms of evidence, came after police searched the defendant's car.
In the central console was a hand-written note bearing an email address very similar to the one used to set up the fake internet-dating profile.
On the paper was also a phone number, from which the victim had received abusive text messages, and the letters "NZD", which prosecutor Mitchell McClenaghan said referred to the website New Zealand Dating where the complainant's contact details were posted.
The forensic electronic data found on the defendant's computer was "the nail in the coffin", he said.
On two occasions, the defendant saved numerous Facebook photos of the business owner, some of which included his family.
"It was an unhealthy, obsessive and peculiar interest in a man he once had a parking dispute with," Mr McClenaghan said.
The charge of threatening to do GBH came from texts sent on December 2, 2014, when the defendant told the man to "buy something bulletproof" and to "get your affairs in order".
Judge Kellar confirmed the defendant would not face a jail term when he was sentenced at an as yet unconfirmed date.
Defence counsel Anne Stevens accepted her client would have to pay the victim a substantial sum for emotional harm.