Roy Caswell is a transformational technology executive with over 20 years of experience aligning IT with business strategy across various sectors, including insurance and financial services. Currently, they serve as the owner of CIO-Solution, providing fractional CIO/CTO leadership while fostering digital transformation through AI and automation. Previously, as EVP & CIO at Liberty Company Insurance Brokers, Roy integrated multiple offices and developed an enterprise roadmap that significantly reduced operating expenses and licensing costs. Their extensive background includes roles at Marsh & McLennan Agency, Warranty Software Solutions, and Trucordia, where they drove technology transformations and process optimizations. Roy holds a degree in Small Business Administration/Management from Bridgewater State College.
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