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Director, AI Delivery Squad Lead, Underwriting

Toronto, Ontario, CA💼 Full-time🗓 2026-09-18 → 2026-09-25

Core

Lead end-to-end delivery of AI-powered life insurance underwriting initiatives, balancing growth, risk, and operational efficiency.

Role type

Director, AI Delivery Squad Lead

Builds

Automated underwriting platforms, decision-support capabilities, and advisor-facing AI tools

Domain

Life Insurance / AI / Risk Assessment

Deliverable

production ML models | product features

Required skills

Life insurance underwriting expertise, risk assessment, risk selection, end-to-end delivery execution, cross-functional orchestration, portfolio management, resource and budget management, change management

Preferred skills

None stated

Technologies

None stated

Responsibilities

Own full lifecycle delivery of AI initiatives from planning to value realization; translate strategy into execution plans; lead cross-functional squads including data scientists and engineers; manage delivery portfolio, dependencies, and risks; oversee resource and financial planning; ensure adoption and measure business impact

Seniority

Director, strategic leadership with hands-on delivery oversight

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