Westland Insurance Appoints Cari Watson as Executive Vice President for Client Experience and Digital
Westland Insurance Group has announced the appointment of Cari Watson as Executive Vice President (EVP) of Client Experience and Digital, effective March 30, 2026. This strategic move reinforces the company's commitment to advancing digital innovation and delivering industry-leading client experiences across its operations.
Strategic Leadership Appointment
In her new executive role, Watson will join Westland's senior leadership team and spearhead the organization's comprehensive digital transformation initiatives. Her responsibilities will encompass leading brand strategies with a concentrated focus on strengthening client engagement mechanisms and supporting organic growth across all business segments.
Watson will continue overseeing several critical enterprise functions including:
- Brand development and comprehensive marketing strategies
- Corporate communications and organizational change management
- Digital sales operations and business technology enablement
- Project management for key strategic initiatives
Extensive Industry Experience
Watson brings an impressive portfolio of over 25 years of insurance industry expertise to her new position. Having been with Westland Insurance for the past six years, she has established herself as a strategic leader in enterprise enablement and organizational transformation.
"Cari's leadership has been central to how we've evolved our approach to client experience and digital enablement," stated Jamie Lyons, President and CEO of Westland Insurance. "As we continue to invest in data, digital, and AI capabilities, her ability to lead through change and bring people along in that journey will be critical to achieving our organizational strategy. She's a trusted leader who reflects the best of Westland's culture."
Client-Centric Approach to Digital Transformation
Throughout her tenure at Westland, Watson has focused on optimizing client experience through intentional design principles, aligned team structures, and strategic technology enablement. Her methodology emphasizes creating client-centric experiences that enhance customer retention rates while simultaneously creating and optimizing new business opportunities.
Watson has developed a reputation for building purpose-driven, collaborative environments where teams can thrive and excel. She employs thoughtful, creative approaches to solve complex organizational challenges while leading large-scale transformation initiatives that support both client and employee experience improvements across the enterprise.
Bridging Traditional and Digital Business Models
In her capacity as EVP of Client Experience and Digital, Watson will serve as a crucial bridge between traditional insurance business models and the rapidly evolving digital landscape. Her role will function as a catalyst for organizational change by championing the adoption of new technologies, data-driven decision-making processes, and strategic digital enablement throughout the company.
"For me, this work is about people — listening, collaborating, and building solutions that reflect what our clients and teams truly need," explained Watson. "By focusing on thoughtful design, strong collaboration, and the right digital tools, we can create experiences that truly make a difference. We have a strong foundation already, and I'm excited to continue working with our teams to build on that momentum."
Watson's appointment represents a significant step in Westland Insurance's ongoing commitment to digital innovation and client experience excellence within the competitive insurance sector.
