ROY CASWELL
954-***-**** - ad6mui@r.postjobfree.com - www.linkedin.com/in/roycaswell
SUMMARY AND PROFILE
Dynamic Quality-Driven Technology and Business Leader with extensive experience orchestrating enterprise-wide technological integrations and operations for enhanced efficiency and productivity. Renowned for strategic vision in M&A integrations, cybersecurity optimization, and mentoring/leading high-performance cross-functional teams towards achieving remarkable cost savings and customer satisfaction. Adept at spearheading transformative technology projects and governance, consistently delivering high-value business outcomes and fostering a lean, motivated workplace culture.
Developed and implemented IT strategies resulting in seamless integrations and significant cost reductions.
Expert in designing and executing comprehensive cybersecurity policies and disaster recovery plans, ensuring organizational resilience.
Proven leadership in mentoring teams and driving technology audit and risk management initiatives aligned with regulatory standards.
Core Competencies:
Guidewire Expertise - Insurance Industry Knowledge - Leadership & Team Building - Strategic Vision & Planning - Agile & Project Management - Change Leadership & Technology Implementation - Vendor & Third-Party Management - Continuous Improvement & Learning - Cybersecurity - Governance, Regulatory, and Compliance (GRC)
Technical Skills:
IT Strategy & Transformation - Stakeholder Engagement - Policy & Standards Development - Budgeting & P&L Management - M&A Integrations - Quality Delivery - Process Improvement - Executive Leadership - Innovative Solutions - Mentorship
PROFESSIONAL EXPERIENCE
Business Systems Consultant - Risk-Strategies Insurance Agency - 08 2023 – Present
Addressed scalability and efficiency challenges by consulting on tailored technology solutions, enhancing business processes.
Recommended optimal platform infrastructure and management systems to meet retail business objectives, ensuring best-fit solutions.
CEO, Virtual CIO - CIO-Solution, LLC - 07 2019 – Present
Revitalized cybersecurity frameworks, confronting emerging threats with robust policies and procedures for enhanced organizational defense.
Champions business efficiency through the strategic automation of business processes using AI and Machine Learning technologies.
Pioneered the development and implementation of disaster recovery and business continuity plans, drastically diminishing downtime in crisis situations.
Evaluated and supervised technology implementations and vendor performance to ensure strategic alignment and efficient resource use.
EVP & Chief Information Officer - The Liberty Company Insurance Brokers - 09 2019 – 05 2023
Achieved a [30%] reduction in IT operational costs by transitioning to a self-sufficient IT department from an outsourced model.
Facilitated a smooth transition to remote operations during COVID-19 through strategic cloud migrations and a Cloud-First approach.
Established and directed a comprehensive GRC program, endorsing best practices and compliance across multiple departments.
Catalyzed organizational growth from 120 to over 900 employees, enabling scalability through expert IT M&A integrations.
VP, Director of Information Technology - Insurance Office of America - 07 2014 – 07 2019
Led a top-performing IT team, recognized industry-wide for strategic contributions to business operations and infrastructure optimization.
Collaborated with stakeholders to deploy innovative technologies, boosting business efficiency, productivity, and financial outcomes.
Managed an operational and capital expenditure budget over $4M, realizing significant cost savings and maximizing investment returns.
Owner, Pilot, Trainer, Photographer - Above It All Video, LLC - 11 2013 – 12 2019
Founded and developed a premier aerial photography service, setting industry benchmarks for quality and safety in unmanned aerial system operations.
Crafted and executed training programs on safe drone operations, promoting industry standards for safety and proficiency.
VP, CIO (Southeast) - Marsh & McLennan Agency - Seitlin Insurance - 11 2008 – 11 2013
Enhanced network performance by over 60%, addressing critical bottlenecks and significantly improving productivity.
Innovated disaster recovery and business continuity planning, ensuring organizational resilience with minimal investment.
Secured over 35% cost savings through strategic reevaluation and renegotiation of voice and data circuit contracts.
EDUCATION AND OTHERS
Community Involvement and Interests
Awards: Multiple Recipient: Employee of the Year
Licenses and Certifications: Microsoft Certified Professional, FAA Part 107 Licensed Remote Pilot Block chain Council Certified Chat GPT Expert, Ai Writing Certification
Adult Volunteer: Assistant Scoutmaster, Boy Scouts of America Troops 854 & 529
VP, Lake Mary High School Band Boosters
Interests: Classic Automobiles, Motorcycles, Camping, Family and Friends