VP, Head of Technology Enablement

About the role:

Vantage is seeking a Head of Technology Enablement to lead a portfolio of underwriting, operational, and technology build and transformation initiatives, serving as the connective layer between our underwriting business units and Data, Analytics & Technology organization (DA&T). Reporting to the CUO, UW Operations, you will drive evaluation, prioritization, definitions and execution of new technology initiatives to support and enable Vantage’s businesses.

This is a builder and developer role: because Vantage's technology foundation was established in 2020 rather than inherited from decades of legacy infrastructure, you'll have latitude to partner with DA&T to evaluate, prioritize and continually evolve best-in-class systems rather than work around outdated ones. You will establish and lead a structured project governance and intake framework, spearhead executive steering committee reviews, and manage the integration of in-house and vendor systems across underwriting, operations, actuarial, and finance. You will also manage a team that owns core operational systems including submissions processing, underwriting premium systems, producer and document management systems, and customer management systems.

The base salary expectation for this role is between $225,000 and $285,000. Additionally, Vantage offers its colleagues performance-based bonus potential, strong health & welfare benefits, retirement plans, competitive time off plans, a highly flexible work environment, and much more.

Responsibilities & Accountabilities:

• 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, ensuring the pieces connect end to end without owning day-to-day project delivery.
• Establish and own a structured project governance and intake framework for evaluating new project requests, including impacts, dependencies, risks, and stakeholder engagement.
• 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 that supports business growth, efficiency, and scalability.
• Assess, prioritize, monitor and report on the integration of in-house and vendor systems, ensuring coordination across DA&T, underwriting, operations, actuarial, and finance.
• Translate business needs into practical technology solutions and translate technical constraints back into terms business stakeholders can act on.
• Promote, support, and monitor business usage of technology solutions and measure the business impact.
• Lead data stewardship practices across operational systems to ensure data integrity and usability for downstream business and technology initiatives.
• Manage and develop a team spanning onshore and offshore resources, delegating operational ownership to build team capacity.
• Lead the redesign of future-state processes, hand-offs, and decision points as new data, analytics, and technology capabilities are introduced so insights/data/systems are integrated with maximum impact.
• Serve as a cross-functional subject matter expert on how the organization's systems, teams, and processes connect from front-line operations to executive strategy, and flag structural or resourcing risks to leadership proactively.

Ideal Candidate Profile:

• 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 across multiple regions or business units.
• 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, including key decision points and hand-offs.
• Experience designing future-state workflows that embed AI, Data Science models, and new technology to increase operational effectiveness and/or enhance decisions.
• Strong project management, change management, and communication skills, able to operate fluently in both business and technical conversations.
• Strong consensus building skills to ensure underwriting, finance, operations and DAT agree and execute against the approved project list.
• Demonstrated ability to manage and develop large, distributed teams, including onshore/offshore staffing models.
• Comfortable driving outcomes and unblocking execution, not just facilitating alignment.
• PMP, CPCU, or similar professional designation a plus.

Our Vantage Values

Do What's Right – be a force for good, for our customers, shareholders, colleagues, industry and communities.

Be Relentlessly Curious – ask questions, listen to understand, challenge the status quo, look for ways to say YES, drive innovation, be opportunistic and disciplined.

We're Better Together – collaborate, be inclusive, supportive, respectful and humble, be a trusted partner internally and externally.

Be Transparent – in who you are, what you think, and how you work, seek and provide alternative points of view, be true to yourself.

Make A Difference – focus on impact, embrace technology, leverage data and analytics as critical assets, act intentionally to deliver on our mission.