Profile
Stephanie Moss is vice president and regional business development manager for the Southwest region at Westchester, a Chubb Company. Based in Houston, TX, she is responsible for driving growth and strengthening strategic broker relationships across the region, while supporting the expansion of Westchester’s property and casualty (P&C) capabilities. Before Westchester, Moss spent nearly a decade with Safeco Insurance, where she served as a senior territory manager, developing extensive experience in personal lines distribution management and retail agency relationships.
In 2017, she joined Westchester where she consistently added greater responsibilities, excelled in increasingly complex initiatives, and earned progressive leadership roles in business development. Throughout her tenure, she has focused on building high-performing partnerships in the wholesale channel, delivering profitable growth, and providing market insight and strategic direction to both internal teams and distribution partners.
Moss is a two-time recipient of both the Chubb Circle of Excellence Award and BDM of the Year.
With more than 18 years of industry experience, she brings expertise in P&C insurance, business development, and personal lines. She is recognized for her collaborative approach, strong market relationships, and commitment to delivering exceptional results. Moss earned a Bachelor of Business Administration in Management from Texas A&M University.
1330 Post Oak Blvd, Ste 800, Houston, TX 77056
1 281 733 1360
stephanie.moss@westchester.com
linkedin.com/in/stephanie-moss-86986b14/
westchester.com
Stephanie Moss
Vice President/Regional Business Development Manager Southwest Westchester, a Chubb Company
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2015–2026
2020 – Present
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2023–2026
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Westchester SVP, East Zonal Leader
2015–2026
Executive Vice President, RT Specialty – Miami (RT Specialty acquired All Risks in September 2020)
2020 – Present
Vice President, Retail Excess Casualty at Arch Insurance North America
2022–2023
Vice President, Construction Excess and Practice Manager at Arch Insurance North America
2023–2026
Senior Vice President, Construction Excess at Arch Insurance North America
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Milestones
“I am humble enough to sit back and listen when I need to but confident enough to stand up and take control when necessary”
Sean Johnson,
RT Specialty
“Hard market, soft market, and challenging situations or placements – I have a persistent ‘always on’ attitude about what I do as a broker”
Sean Johnson,
RT Specialty
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The biggest challenge he faces is the high hurdle of standing out as an industry-leading wholesale broker in a crowded field. “Top brokers are a valued asset in a transaction,” he says. Rather than sidestep skepticism, Johnson meets it directly, using proven expertise and product knowledge to control the narrative and place business properly. Honesty and directness with both carriers and retailers allow him to work quickly, which is what the role demands.
Balance is central to how he operates. “I am humble enough to sit back and listen when I need to but confident enough to stand up and take control when necessary,” Johnson says. Early in his career, that humility shaped a deliberate approach to learning. He sought out people with more knowledge, focusing on the industries he planned to tackle so he could build the relationships that success would later require. A mentor helped him understand the right and wrong ways of operating in the industry and how to adjust accordingly.
A decade in, IBA’s Rising Stars 2026 recognition has given Johnson a chance to take stock. He still competes directly against the established names in his space, and the honor has reassured him that he is doing the right things. For a broker whose defining trait is showing up every day, the recognition reads less as a finish line than as confirmation that he is on the right track.