Oakley came up against another of his coaches in second seed Lance Beddes in the quarter-finals on Saturday.
Despite losing 1-2, Oakley took plenty out of the game.
"I was very happy. I took a set off him and it was a good learning curve and a big step up for me. These players know how to put the ball away a lot easier and any false shot you play against these guys, there is no going back. It is point over, whereas with juniors you can get away with a few. Which is kind of a good thing because you have to learn where to put the ball and where not to put the ball."
Oakley is excited about the rest of the year ahead.
"I am hoping to get selected in the New Zealand junior team to go to Poland in August and I have been offered a squash scholarship to George Washington University in Washington, DC after that.
"Squash is growing over there which is a good thing but it is a really high standard. My brother [Josh] has been over there for a year at Hobart College in upstate New York playing on a squash scholarship there. He is loving it over there so I thought it is an opportunity I can't really say no to."
Remarkably, there is another Oakley brother also on a sports scholarship in middle distance runner Julian, who is at Providence College in Rhode Island.