Winklemann, of Dunedin, was jailed for four years and two months, and will have to serve the entire term because two of the charges constituted a second strike under the three-strikes regime.
Judge Michael Crosbie said there was no doubt the defendant was a talented athlete, intelligent, had run his own business and was dedicated towards his children.
But Winklemann had a history of significant violence, the judge noted, and this represented "something of a relapse".
On March 22 last year, Winklemann became aware of allegations that the victim had sexually abused a woman several years earlier.
He took to Facebook where he sent a flurry of messages - first asking to meet, then quickly becoming threatening.
Winklemann told the man he would drag him into a shallow grave.
"Everytime u hear a strange noise I want u to think to yourself... this is it... the moment he comes to get me cos I don't care hoe long it takes ima make you disappear c***," [sic] he wrote in one message.
It continued the next day with explicit references to the victim being shot.
Winklemann, the police summary stated, was a proficient mixed-martial-arts fighter and had gang connections, both of which were known to his victim.
Later that day, the defendant visited the man's home and drove him back to Mosgiel.
At Winklemann's house, the violence began. He punched the victim several times, causing severe cuts to his head and face, the court heard.
Winklemann's associate was present at the time and there was a chilling conversation that followed.
"There was a discussion about what to do with him and a comment was made to the victim that he should be shot in the back of the head tonight," police said.
The victim's hands were tied behind his back with ski rope and he was bundled into the back of Winklemann's Holden with a beanie acting as a blindfold.
The men drove him to Huntly Rd in Outram where he was shot, with what police believed to be a .22 rifle.
Residents came to the victim's assistance when they heard his cries of pain and attempts to use his cell phone to call friends.
When police executed a search warrant at Winklemann's home on April 1 they found 6.3g of MDMA and some cannabis, along with a bong and pipe.
The victim was hospitalised and treated for injuries to two of his fingers. He refused to provide a victim-impact statement for the court.
Judge Crosbie said the crimes were not an instinctive reaction to hearing the sexual allegations against the victim - it was thought through and premeditated.
"Vigilante justice," he called it.
Defence counsel Anne Stevens, QC, highlighted a cultural report on Winklemann, which assessed him as having strong rehabilitative prospects should he avoid alcohol, stay away from gangs and gets adequate exercise.
A 26-year-old man was charged alongside Winklemann, but those charges were later dropped last year.
