"I wanted to lose weight and I wanted to walk to Queenstown, but the ultimate goal was to give myself a better lifestyle - to get my body and mind in a state where I can live my life to the maximum."
He endured severe blisters, intense pain from an old heel injury, and the fatigue of long days on the road - the longest a 78km, 19-hour stretch through Marlborough.
He was also reminded of the beauty of New Zealand's landscape, touched by the generosity of strangers who made sure of his next bed and meal, and sampled some of the best food and wine the country could offer.
"When you're averaging 50km a day, you can pretty much drink as much as you like.
"I wanted instant gratification and to enjoy the experience, rather than just a hard slog.
"I've realised something they don't teach you when you're young, and that's how incredibly adaptable your body is.
"It'll become a fat and lazy thing if you don't do anything with it, but it becomes fit, agile and strong if it needs to be."
Throughout the walk he continued working, keeping in touch with his staff by smartphone - connected to Bluetooth-compatible headphones equipped with a microphone.
"I've done a massive amount of work - the guys in Waiheke have never found me to be so accessible," he said.
The experience had given the real estate boss new insight into better ways to run his business.
Four months ago, before changing his diet to prepare for the walk, he weighed 94kg.
Now he weighs a trim 71kg, and one of the first things he says he will do upon getting home is to order an expensive, tailored suit that would not lie if he began putting on weight again.
"That will be my benchmark."