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WTW Broker Cory Stiles Recognized as a 2025 Transportation Power Broker

Topics: Transportation

Cory Stiles, Excess Liability Leader – Transportation & Logistics, WTW

Cory Stiles
Excess Liability Leader – Transportation & Logistics
WTW, Chicago

To refine his understanding of transportation industry environment, Cory Stiles strives for comprehensive understanding of his client’s needs.

For one segment of the large auto space, Stiles and his team developed a solution to address the near-mandatory use of corridor retentions, also known as bikini retentions, by lead carriers.

They also assisted clients seeking comprehensive coverage without excessive exposure due to the gap between primary insurance retentions and umbrella attachments.

Stiles’ solution involved implementing a proprietary structured buffer layer, offering clients an innovative alternative to conventional insurance.

“Cory continually strives to provide our company with exceptional solutions that resonates with what we are looking for,” one client said.

“It is evident that he has a deep understanding of not only the transportation industry — and its unique challenges — but also the unique aspects of our organization. He has earned our trust.”

To further his industry expertise, Stiles seeks leadership roles within WTW while also seeking opportunities that afford him with challenges that require innovative solutions.

He also seeks to mentor early-career professionals as a dual opportunity for learning and leadership.

Through Stiles’ recent work with the London NA Casualty team on distressed classes of business, including trucking and rail, he continued to deepen his industry knowledge.

All 2025 Power Broker Winners

2025 Transportation Power Broker Winners and Finalists


What is a Power Broker? 

A Risk & Insurance Power Broker® is an individual who stands out among their peers for the exceptional client work they have delivered over the past year. While brokers play many key roles in the insurance industry and risk profession, a Power Broker® award recognizes problem solving, customer service and industry knowledge. 

Our goal is to broadly recognize and promote outstanding risk management and customer service among the brokerage community. 

Who selects the winners? 

Power Brokers are selected by risk managers based on the strength of the testimonials they provide to a team of 15 Risk & Insurance editors and writers. 

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