Greg Szkotnicki
SVP Enterprise Operations @GuideWell
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WORK HISTORY
SVP Enterprise Operations @GuideWell
Jacksonville, FL, US
Leads GuideWell’s Enterprise Operations organization, accountable for delivering simple, reliable, and high-quality experiences across the full customer lifecycle. Oversees core operational functions including digital channels, customer service, sales operations, enrollment, billing, and claims—ensuring seamless integration from acquisition through service and resolution.Responsible for designing and executing a future-ready operating model that balances customer experience, cost discipline, regulatory compliance, and performance transparency. Drives large-scale modernization of operations through digital transformation, advanced analytics, and AI-enabled capabilities—embedding automation, real-time insight, and data-driven decisioning into daily execution to improve quality, speed, and efficiency.Partners closely with enterprise leaders across technology, finance, health services, and market-facing teams to align operations with strategic growth priorities and P&L performance. Champions workforce productivity, Lean and continuous improvement disciplines, and leadership development to build resilient, scalable teams capable of adapting in a rapidly evolving healthcare environment.Focused on strengthening operational rigor, accelerating digital adoption, reducing cost-to-serve, and creating durable enterprise value through disciplined execution and innovation.
EDUCATION
Penn State University
Bachelor of Science - BS
ABOUT GREG SZKOTNICKI
Strategic executive with a proven track record of driving enterprise transformation, operational excellence, and cost efficiency across the health insurance industry. Currently serving as Vice President at Florida Blue, I lead both the Florida Blue Service Center and Enterprise Shared Services—overseeing a global team of 1,500+ across five countries and managing $150M+ in operating costs.My work is centered around aligning service operations, Lean transformation, and technology modernization to long-term enterprise priorities. I’ve led several multi-year enterprise programs, including the retirement of legacy CRM platforms, modernization of our omnichannel ecosystem, and the implementation of a journey-based service delivery model.Certified in Lean and CISA, I’ve operationalized Centers of Excellence for workforce planning, analytics, and quality—yielding measurable business value, employee engagement improvements, and sustained administrative savings. I bring a background in Big Four consulting and audit, balanced by a strong community presence and board leadership in education equity.Leadership Development: Excels at leading large teams and functions, focusing on communication, process improvement and organizational design to ensure alignment to objectives and high employee engagement.Strategic Planning: Delivered refined strategic plan and 3-year execution roadmap. Projected total cost of $143.9M to deliver 3-year strategy. Strategic leader always proactive planning. Client Engagement: Instituted relationship management model with shared services to build cohesive customer focused deliverables for internal clients. Proven record of creating processes that provide positive user experience.Data Strategy & Migration: Created 3-year data strategy, adopting best practices from recommendations. Holds +10 years working with data and system migrations.Internal Control / Quality / Workforce Management / Journey Mapping / Process Improvement / Operating Margin / Data & Analytics / Information Technology (Migration & Usage)/ Client Satisfaction / Employee Engagement / Talent Management
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