Relationships First: Cardinal E&S Leverages Human Connection in a Digital World

  • December 16, 2025
  • Mary Rimbey
  • 5 min read
  • Expertise

While many insurance professionals worry that artificial intelligence will threaten their jobs, I see things from a different perspective. After spending 15 years as an excess casualty wholesale underwriter before moving to distribution, I have witnessed firsthand how success in specialty insurance comes down to one irreplaceable element: relationships.


At the same time, the industry faces a significant talent crisis. Organizations face challenges in attracting younger professionals, and as seasoned underwriters retire, there are fewer experts available to mentor the next generation.


This shortage of expertise poses a critical challenge as the wholesale market rapidly expands. According to an Insurance Business America survey, one in three retail brokers places more than half of their business through wholesale partners, a sharp increase from last year. This business is complex, hard-to-place and dependent on experienced professionals who can structure creative solutions.

Against this talent crisis backdrop, Cardinal E&S, a CNA brand, continues to achieve growth while maintaining a strong underwriting discipline – a success I attribute to our emphasis on human connection and collaborative culture.

 

The Foundations of Strong Leadership
My career trajectory illustrates the power of mentorship in developing insurance talent. Early in my career, I was surrounded by four experienced underwriters whose influence shaped my professional approach. Learning happened organically – not just through direct questions, but also through observation. Watching how senior professionals responded to stress, handled difficult accounts and navigated workplace challenges provided invaluable lessons that formal training could never replicate. Each mentor had different strengths, ultimately creating my own professional identity from varied influences.


These mentorship experiences also informed my approach to leadership. While working with direct reports and interns, I always emphasize three core principles: pick up the phone, maintain visibility and master "the art of the deal." These habits are essential to building a personal brand that extends beyond the organization.


The expectations placed on leaders have evolved significantly in recent decades. It used to be that strong leaders were seen as resilient, stoic figures. Today, the most valued leaders demonstrate empathy, understanding, courage and advocacy for others. This shift reflects a broader recognition that insurance remains fundamentally a people business, in which success depends on treating everyone – from interns to 25-year veterans – with respect and consideration.


The Case for Face-to-Face
While virtual meetings offer convenience and flexibility, there is power in face-to-face connection. The organic learning that happens with proximity – overhearing negotiations, observing problem-solving in real-time and witnessing how experienced professionals handle pressure – cannot be replicated in remote settings. These unscripted moments provide the most valuable education and build instincts that only experience can teach.
 

This kind of learning is especially critical in the wholesale market, where collaboration fuels success. With social inflation, nuclear verdicts and increasingly hard-to-place risks flowing into the E&S market, underwriters must think creatively alongside brokers. It can be likened to being asked for an apple and providing an orange – finding alternative ways to meet client needs while maintaining profitability.

"Cardinal E&S, a CNA brand, continues to achieve growth while maintaining a strong underwriting discipline – a success I attribute to our emphasis on human connection and collaborative culture."

 

A Culture of Alignment: Cardinal E&S's Advantage
What sets Cardinal E&S apart in this challenging environment is what I describe as “exceptional alignment” across the organization. From leaders to individual contributors, everyone works toward shared goals with remarkable consistency.
 

The team’s approach to underwriting reflects this unified vision. Cardinal E&S approaches each risk as a unique underwriting opportunity, avoiding one-size-fits-all solutions. Our team listens carefully to the needs of wholesalers and their clients, crafting products that balance profitability and value. This flexibility is especially important in the E&S space, where standard approaches often fail.


Meetings are productive and almost effortless here at Cardinal E&S, because we share the same objectives and motivations. The business unit leaders work together seamlessly, driven by a combination of complementary personalities, strong work ethic and a shared motivation for success.


This cultural alignment has enabled rapid growth. Four years ago, CNA had a single wholesale business unit; today, Cardinal E&S spans multiple geographies with dedicated underwriting teams and leadership. Our specialty framework has already earned a strong market reputation – achieved through solid underwriting.


The launch of the Cardinal E&S brand represents a new era and serves as a clear signal of CNA’s growth strategy and commitment to the wholesale market. And as that market continues absorbing complex risks, success will increasingly depend on the very qualities Cardinal E&S emphasizes: strong relationships, creative underwriting and unified organizational culture. Even as technology reshapes the industry, Cardinal E&S is doubling down that in a relationship-driven business, human connection remains the ultimate advantage.

About Cardinal E&S

Cardinal E&SSM is a service mark owned by CNA Financial Corporation. CNA is one of the largest U.S. commercial property and casualty insurance companies. Backed by more than 125 years of experience, CNA provides a broad range of standard and specialized insurance products and services for businesses and professionals in the U.S., Canada and Europe. For more information, please visit CNA at www.cna.com.

About the Author

Mary Rimbey is VP, Wholesale National Distribution Leader at Cardinal E&S.