Mr Kelly moved to New York in 1998 and designed ads and branding for De Beers diamond company, Smirnoff and Rolex to name just a few.
He has worked on branding for Two Degrees, Serato DJ software, and his latest client is ultimately, John Key.
He said he was halfway through a print and video ad campaign project for Tourism New Zealand which hadn't always been an easy process - he pitched 12 campaign ideas until one was accepted.
"Sticking at it is really important," he said.
"Some of these things take a long time.
"The people with the talent are also the ones who are the hardest working."
He credits Makoura teachers like John Christensen and Trevor Morris for helping him make it through seventh form in 1981 to get his bursary.
"My educational experience was super positive here."
Mr Kelly was one of the trust's 300 Dream Team members, including Governor-General Sir Jerry Mateparae, who spoke at schools around New Zealand on Monday.
The leadership week began with the Sir Peter Blake Leadership Awards and will close on Red Socks Day, on Friday.