The Director of AI, Delivery Squad Lead is accountable for the end-to-end execution of AI powered underwriting initiatives (i.e., Life Insurance Underwriting, Automated Underwriting, Underwriting Decision Support, Advisor Underwriting Experience, and Underwriting Transformation). The role translates Solutioning-defined priorities into delivered AI solutions, ensuring execution with speed, quality, and measurable business impact.
This role requires a deep understanding of life insurance risk assessment and underwriting decision-making to ensure AI solutions appropriately balance growth, customer experience, risk selection, and operational efficiency.
This role is the single point of accountability for delivery execution, ensuring initiatives are effectively scoped, sequenced, executed, and aligned to timelines, capacity, and governance requirements.
The role also provides financial oversight of the delivery portfolio, coordinates dependencies across IT, data, architecture, and business stakeholders, and ensures delivery teams have clear scope, sequencing, and execution expectations.
Position Responsibilities End-to-End Delivery Execution- Own the full lifecycle delivery of assigned AI initiatives, from execution planning and backlog readiness through production deployment, adoption, and value realization.
- Translate prioritized initiatives into clear work packages, defined scope, team tasks, sequencing, and delivery timelines; ensure the squad understands priorities, responsibilities, and expected outcomes.
- Lead the day-to-day execution of data scientists and cross-functional squad members by setting clear accountabilities, monitoring commitments, and maintaining delivery momentum and discipline.
- Proactively identify risks, remove blockers, and resolve delivery issues to maintain pace and quality.
- Establish and maintain the squad’s delivery operating rhythm, including sprint planning, backlog management, quality controls, and performance reviews.
- Apply deep domain expertise in life insurance risk assessment, underwriting philosophy, and risk selection to guide solution design, prioritize opportunities, and ensure AI capabilities address meaningful underwriting challenges.
- Convert Solutioning priorities into execution-ready plans
- Leverage deep domain expertise to tailor execution plans to operational, regulatory, and market context, driving measurable business impact
- Actively bridge business strategy and technical delivery by contextualizing priorities with industry trends, stakeholder needs, and organizational objectives to ensure alignment and value realization.
- Align delivery to business strategy and defined scope
- Execute approved priorities within established intake and governance frameworks; provide delivery feasibility, capacity, dependency, and sequencing input without owning intake or portfolio prioritization decisions.
- Lead execution of the underwriting AI portfolio, ensuring each approved initiative progresses through planning, build, validation, production deployment, adoption, and outcome measurement.
- Translate underwriting priorities into executable roadmaps and delivery plans.
- Partner with underwriting leaders to modernize underwriting operations through AI.
- Partner with underwriting leaders to plan and execute change, training, communications, and operating-process updates required for adoption of AI-enabled underwriting capabilities.
- Lead the translation of complex underwriting challenges into data-driven and AI-enabled solutions through close collaboration with data scientists, engineers, and business stakeholders.
- Identify opportunities to standardize and reuse underwriting data, models, components, controls, and…
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