Kyle Caswell

Kyle Caswell has extensive experience in the insurance industry, specifically in sales and leadership roles. Kyle is currently serving as the Vice President of Sales at Sure, a leading insurtech company. In this role, they are responsible for driving the insurance industry forward by leveraging their cohesive system of APIs to streamline the end-to-end insurance lifecycle.

Prior to their current role, Kyle worked as the Managing Director at Insur | Tech Advisory Services, where they provided advisory services to insurance and technology companies. Kyle also served as the Chief Revenue Officer at Earnix, where they reorganized and built sales teams for the North American and EMEA insurance market.

Before joining Earnix, Kyle was the Executive Vice President of Sales at Intellect Design Arena Ltd, where they reorganized the sales division for the North American division of the fintech provider. Kyle has also held the position of Vice President of Sales at Verisk, where they led enterprise SaaS and analytics sales for their insurance solutions business.

Kyle's work experience also includes leadership roles at SunGard Financial Systems, DAVID Corporation, Nationwide, WebApp Technologies, and Access. Throughout their career, they have consistently achieved outstanding results and has won numerous awards for their sales achievements.

In summary, Kyle Caswell is a highly experienced insurance sales and leadership professional, with a track record of success in driving revenue growth and reorganizing sales teams. Kyle has a deep understanding of the insurtech and insurance industry and has worked with top companies in the sector.

Kyle Caswell obtained a B.A. in Earth Sciences and Economics from Dartmouth College. In 2019, they completed the Executive Leadership Excellence Program at Harvard Business School and the Data Science & Analytics Executive Program at the University of Virginia Darden School of Business. Kyle also holds certifications as an Insurance Agent (Health, Property, Casualty) and an Insurance Claims Adjuster from the State of Georgia, which they obtained in January 1995. Prior to their higher education, Kyle attended The St. Mark's School of Texas.