Dennis Oakley


Bruce Oakley Inc.

Age: 50

Dennis Oakley

In 1993, Oakley became president of the company his father founded as a commodities trading and distribution firm. Under his direction, Oakley Inc. expanded its trucking and barge transportation web. The company generated revenue exceeding $1 billion in 2012 before dropping 5 percent to $950 million in 2013 — still enough to be the state’s largest private transportation company and ninth-largest private company. In early 2014, Oakley bought Johnston’s Port 33 in Catoosa, Oklahoma, the largest private port on the Arkansas River.