In New Zealand it is not permitted to park facing oncoming traffic on a roadway, and under a Masterton District Council bylaw, it is illegal to park in reverse in the council-owned off-road diagonal parking bays.
Mr Gilpin, who moved to Masterton from Auckland two years ago, said he sees people park in this fashion all the time and doesn't think it is a risk to anyone's safety because it is not on a roadway.
"I love Masterton, but the council are very Aucklandish in their behaviour regarding parking," he said.
"Why do they have to be so dogmatic? Following the letter of the law but not seeing the spirit of the law?"
Mr Gilpin said he would understand if he was ticketed for overstaying a park or double parking, "but I honestly don't think I deserve a $40 fine for this".
"I'll fight this every step of the way," he said.
"You can't afford to roll over. There'll be poor old people getting tickets, how do they get on? The council need to start acting a bit kind and respectful."