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About the Role
Vantage is seeking a Head of Technology Enablement to lead a portfolio of underwriting, operational, and technology build and transformation initiatives. This role serves as the connective layer between underwriting business units and the Data, Analytics & Technology organization, driving the evaluation, prioritization, definition, and execution of new technology initiatives. The position offers the opportunity to shape and evolve best-in-class systems in a modern technology environment.
Responsibilities
- Lead a portfolio of underwriting, operational, and technology transformation initiatives, driving scalability and alignment across functional domains.
- Serve as the primary bridge between underwriting businesses, operations, and DA&T across major projects and initiatives.
- Establish and own a structured project governance and intake framework for evaluating new project requests.
- Spearhead executive steering committee reviews to facilitate high-level decision-making, risk mitigation, and strategic alignment.
- Partner with executive leadership to develop and execute a technology and operations enablement roadmap.
- Assess, prioritize, monitor and report on the integration of in-house and vendor systems.
- Translate business needs into practical technology solutions and technical constraints into business terms.
- Promote, support, and monitor business usage of technology solutions and measure business impact.
- Lead data stewardship practices across operational systems to ensure data integrity and usability.
- Manage and develop a team spanning onshore and offshore resources.
- Lead the redesign of future-state processes, hand-offs, and decision points as new capabilities are introduced.
- Serve as a cross-functional subject matter expert on how the organization's systems, teams, and processes connect.
- Flag structural or resourcing risks to leadership proactively.
Requirements
- Bachelor’s degree or equivalent professional experience required.
- 15+ years in insurance operations, business operations, or technology enablement/digital transformation leadership, ideally within commercial lines or a related carrier environment.
- Proven track record leading enterprise-wide portfolios of underwriting, financial, and operational transformation initiatives.
- Experience establishing project governance and intake frameworks, including executive steering committee facilitation.
- Deep working knowledge of underwriting and policy & claims administration systems (e.g., Majesco, Guidewire, Duck Creek, Instec, or similar), producer/document management systems, and customer management system platforms.
- Deep knowledge of commercial underwriting workflows from submission and triage through bind.
- Experience designing future-state workflows that embed AI, Data Science models, and new technology.
- Strong project management, change management, and communication skills.
- Strong consensus building skills.
- Demonstrated ability to manage and develop large, distributed teams, including onshore/offshore staffing models.
- Comfortable driving outcomes and unblocking execution.
Skills
- Project management
- Change management
- Communication
- Consensus building
- AI
- Data Science
Location
- Chicago, IL
- Norwalk, CT
- West Hartford, CT
- Washington, DC
- Boston, MA
- New York, NY
- Atlanta, GA
- Hamilton, Bermuda
- Remote
- Hybrid
Work Type
- Remote
- Hybrid
Experience Level
- 15+ years
Education Level
- Bachelor's degree or equivalent professional experience
Salary/Compensations
- $225,000 - $285,000
Benefits
- Performance-based bonus potential
- Strong health & welfare benefits
- Retirement plans
- Competitive time off plans
- Highly flexible work environment
About the Company
- Vantage Group Holdings Ltd. (Vantage) was established in late 2020 as a re/insurance partner designed for the future.
- Driven by relentless curiosity, our team of trusted experts provides a fresh perspective on our clients’ risks.
- We add creativity to tech-enabled efficiency and robust analytics to address risks others avoid.
- Vantage provides specialty re/insurance through its operating subsidiaries in Bermuda and the U.S.
- Vantage has approximately 365 colleagues in both the United States and Bermuda.
- We have offices in Chicago, IL, Norwalk, CT, West Hartford, CT, Washington, DC, Boston, MA, New York, NY, Atlanta, GA and Hamilton, Bermuda.
- Additionally, we are a highly geographically diverse workforce with colleagues based in 35 states and counting.
- We fully support work flexibility including remote and hybrid work arrangements.
Equal Opportunity
- We value diversity and are committed to creating an inclusive environment for all employees.
- At Vantage, we strive to build and foster a culture where inclusiveness is ingrained, not just an initiative.
- All colleagues support building an inclusive environment where employees feel empowered to share their experiences and ideas to foster an environment which encourages you to "Be You!"
- We are proud to be an equal opportunity employer.