His teams are littered with fellow Kiwis. The ChinaOne Ningbo team is exclusively sailed by New Zealanders - former Team New Zealand grinder Craig Monk is also team boss - and two of the four crew on Oman Air are from these shores.
"I can't really put it down to one thing but I guess all the years of hard work is starting to pay off," he said. "I've got a couple of good teams together and I really enjoy sailing with these guys."
One complicating factor is jumping between two different boats and formats. The World Match Racing Tour is, as the name would suggest, match racing on non-foiling M32s; the Extreme Sailing Series is fleet racing on foiling GC32s which are the same length as the M32s (32 feet) but with higher top-end speed.
"It's hard to have two different focuses," he said. "I have two teams and the focus has to be 100 per cent on both of them."
He admits, though, to having an eye on developments in the America's Cup under the new holders, especially the proposed nationality rules which could limit the number of opportunities for Kiwi sailors. And he is constantly on the lookout for networking opportunities, even though it goes against his reserved Kiwi persona.
"It's hard to get to the America's Cup. I just have to keep doing what I do best and keep trying to prove myself internationally and hope someone knocks on my door one day. I also need to knock on doors myself and look for opportunities. It's not just a proving-yourself game but a networking game."
It will help having Monk in his corner. Monk is a two-time Olympian and five-time America's Cup campaigner and recently tried to put together a late entry for a New Zealand-flagged boat in the Volvo Ocean Race.
"He's exactly the right person for me because he's really well connected," Robertson said.
The most convincing argument Robertson can make, however, is the one he's presently making on the water.