In Leaders Getting Coffee episode 52, our guest is one of the original partners of advertising agency Colenso and the founder of the Dressmart Outlet stores and man’s brand, Rodd & Gunn, Gary Gwynne.

Gary enjoyed the freedom of life as an only child in pre-sixties Otago. That freedom created a mindset that believed anything was possible and authority was to be avoided.

Fresh out of Otago Boys High School and with an Otago University bachelor’s degree in his toolkit, a young Gwynne headed for the up-and-coming business of advertising, with a goffer’s job organised through the contacts of his father, who was a radio announcer at the time.

Three short years at the so-called “university of marketing”, Nestle, followed. But it wasn’t long before he was asked to return to ad- land, with a company named Colenso. There he stayed for sixteen years, becoming a partner and ultimately joint Managing Director alongside the legendary Roger McDonnell.

But he left all that and mid-career, became an entrepreneur. 

During the Leaders Getting Coffee podcast with Bruce Cotterill, we hear of his aspirations and adventures into a wide range of businesses including Men’s apparel, land subdivision and commercial property development.

Gary Gwynne speaks with great affection for the advertising industry and the colleagues he left. But his subsequent story is highly relatable to current or aspiring entrepreneurs. He highlights the challenges of getting established, the need for the right partners, and the importance of brands.

A keen fisherman and hunter, it was only a matter of time before Rodd and Gunn was born as a part of the Outdoor Heritage brand he built. And as Dressmart celebrates 30 years since its launch, we hear what prompted the arrival of outlet stores to New Zealand in the aftermath of a harsh recession.

Recently New Zealand lost another entrepreneur in Sir Michael Hill, and having worked with him for more than 20 years, we are treated to a wonderful tribute to Sir Michael from our guest.

Gary Gwynne’s story is one of a good Kiwi bloke who had a crack and succeeded. 

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