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03. John O. "Dubby" Wynne

Updated: May 4, 2012 - 4:47 pm

Posted: May 4, 2012

After spending his career building Landmark Communications, a company he and others turned into a media giant, John O. “Dubby” Wynne is tackling the region’s economy with its disparate economic, social and political personae.

Wynne, the former CEO of Landmark Communications, now known as Landmark Media Enterprises LLC, was chosen as the chairman of the board of directors of the Hampton Roads Community Foundation and will assume the post in June.

Wynne and his board, along with the new president and CEO, Deb DiCroce, No. 21 on this list, will tackle the region’s problems and try to craft a game plan for making the region more competitive.
In preparation, foundation employees interviewed 70 leaders in business, higher education and the military to gauge regional problems from their perspective.
One of the criticisms: too many regional groups with many of the same focuses without a coordinated strategy. 

This is a new direction for the foundation, which has always focused on philanthropic issues.
“Business and business leaders need to understand it is in their best interest to engage at a deeper level,” Wynne said in a Virginian-Pilot article.

Wynne, known for his intense, leader-driven personal style, was among a group of Landmark executives who built a company from a collection of small newspapers into the owner of The Weather Channel – which the company sold for $3.5 billion in 2008 – and a chain of newspapers and TV stations. 

A Norfolk native, he retired in 2001, just before the national newspaper business began to see profit margins dwindle.
Wynne, a Princeton graduate, achieved his goals, no matter what.

He has served on the board of visitors of Princeton, as well as the University of Virginia.
He has served as one of former Gov. Mark Warner’s advisers.

And he is active in the philanthropic community, to which he brings power, influence and a willingness to get the job done – just as he did at Landmark. He was No. 3 on last year’s Power List too.