Samantha Cafferata Francesca

About Samantha Cafferata Francesca

I’m a technology executive in property-casualty insurance who turns strategy into resilient platforms and measurable business results. I build and lead hosting/engineering organizations that modernize from data center to cloud, raise reliability, manage risk, and give product teams the speed to ship safely.My approach blends strategic technology vision with disciplined execution: target architectures, zero-trust and strong cyber posture, automation, observability, and pragmatic vendor management. I partner with underwriting, claims, and distribution so tech roadmaps track to growth, loss-cost, and customer outcomes—faster claims decisioning, better data/AI readiness, and resilient operations during peak events.What I’m known for: leading multi-year platform transformations; consolidating and simplifying infrastructure; elevating incident response and resilience; establishing FinOps to link spend to value; and governing change with clarity.As CIO, I will bring board-ready communication, enterprise architecture rigor, and a servant-leader mindset. I connect strategy to run-the-business realities, translate complexity into clear choices, and develop diverse, high-performing teams. If you’re scaling, consolidating, or transforming, I help you move faster—securely—and make technology a durable competitive advantage.

Experience

1. VP, Hosting Engineering

   Travelers

   May 2024 — Present · Hartford, CT, US

Education

• Bowdoin College

  BA, Biology and Environmental Studies

  1994

Skills

• Process Improvement
• Requirements Analysis
• Etl
• Enterprise Architecture
• Business Process Improvement
• Data Warehousing
• Data Modeling
• Soa
• Business Analysis
• Software Development Life Cycle (Sdlc)
• Requirements Gathering
• Information Architecture
• Sdlc
• Solution Architecture
• IT Strategy
• Vendor Management
• Agile Methodologies
• Visio
• Leadership
• Business Intelligence