Assistant Vice President, Commercial Sales

Overview: 

At SageSure, we are redefining the future of property insurance as the leading Managing General Underwriter (MGU) in the U.S. Built on innovation and collaboration, we partner with carriers, producers, and communities to deliver solutions that expand access and create stability in challenging markets. We are now scaling our innovative approach into Commercial Lines, with an ambitious goal to reach $1B in premium by 2030. To achieve this, we seek a visionary leader to shape and lead our Commercial Sales team. 

 

The Opportunity: 

As Assistant Vice President of Commercial Sales, you will set the strategic direction for SageSure’s growth in the commercial space. You will define strategy, lead a high-performing team, and serve as the primary representative of SageSure’s Commercial business in the industry. In close partnership with the President of Commercial, you will accelerate market entry, strengthen distribution partnerships, and drive adoption across our full commercial portfolio—including SageSure Preferred Signature products, GeoVera Commercial Property, and Expanded Markets offerings. 
 
This is a unique opportunity to lead in a high-growth environment, where your impact will be measured by innovation, market expansion, and execution excellence. 

 

What you’d be doing: 

• Strategic Leadership: Develop and communicate SageSure’s commercial growth vision, market positioning, segmentation, and distribution strategy for small business and middle-market segments, in collaboration with the President of Commercial and executive leadership. 

• Growth Focused: Lead the Commercial sales & marketing strategy team, setting ambitious yet achievable targets for new business premiums, retention, and profitability. 

• Market Representation: Serve as the face of SageSure’s Commercial business, cultivating trusted relationships with national partners and industry stakeholders. 

• Distribution Expansion: Grow SageSure’s presence among wholesalers, aggregators, networks, and clusters, while deepening partnerships with middle-market brokers. 

• Product Adoption: Drive trial, awareness, and adoption of all SageSure commercial offerings, ensuring producers are engaged, and programs focus on profitable growth. 

• Market Intelligence: Own commercial market analysis, competitive intelligence, and producer feedback, partnering with Market Strategy & Insights and CX teams to inform decision-making. 

• Cross-Functional Collaboration: Work closely with Product, Underwriting, Carrier Operations, Software, CX, and Marketing to deliver innovative, producer-friendly products and experiences. 

 

We’re looking for someone who has: 

• Minimum 12 years of progressive leadership experience in commercial insurance, with expertise in small-to-middle market property, including admitted and E&S markets. 

• Demonstrated success in building and executing strategies that deliver sustainable growth. 

• Established relationships and credibility with commercial national brokers, wholesalers, and aggregators. 

• Strong commercial acumen, including expertise in sales, capacity management, producer economics, and middle-market dynamics. 

• Data-driven decision-making skills, with proficiency in dashboards, performance metrics, and win/loss analysis. 

• Exceptional executive presence and communication skills, with the ability to influence senior leaders and represent SageSure externally. 

• Proven experience leading organizations through growth, transformation, and change. 

About SageSure:
 
Named among the Best Places to Work in Insurance by Business Insurance for four years in a row (2020-2023), SageSure is one of the largest managing general underwriters (MGU) focused on catastrophe-exposed markets in the US. Since its founding in 2009, SageSure has experienced exceptional grow