Director, AI Delivery – Onboarding & Enrollment

The Standard

. Lead and develop a high-performing global team through hiring, coaching, performance management, succession planning, and team engagement .

Posted 9/23/2026full-timeRemote • Oregon • United StatesLead💰 $147,750 - $280,750 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in leading global teams and managing end-to-end delivery of AI products, with a strong focus on operational leadership, compliance, and stakeholder engagement. Proficient in technical strategy development and execution within regulated environments, particularly in insurance and employee benefits.

Highest-signal resume keywords

AI Product ManagementGlobal Team LeadershipVendor ManagementTechnical Strategy DevelopmentCloud Platform Fluency

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Technology DeliveryData EngineeringCI/CDAPIsAI Application PatternsAzureDatabricksProduction OperationsRegulatory CompliancePerformance Metrics

Soft Skills

CoachingPerformance ManagementCommunicationStakeholder EngagementTeam Engagement

Tools & Technologies

Cloud PlatformsEnterprise Integration PatternsAI GovernanceModel Risk Management

Certifications & Qualifications

Bachelor’s DegreeMaster’s Degree PreferredCriminal Background Investigation

Industry Keywords

InsuranceGroup BenefitsEmployee Benefits OnboardingEnrollmentPolicy Administration

Tech Stack

Tools & technologies

AzureCloud

About the role

Key responsibilities & impact

Lead and develop a high-performing global team through hiring, coaching, performance management, succession planning, and team engagement
Own end-to-end delivery of onboarding and enrollment AI products
Ensure business outcomes, quality, compliance, and stakeholder commitments are achieved
Provide operational leadership for production systems, including support, reliability, performance metrics, cost management, and continuous improvement
Partner with the SGS counterpart to lead a unified global organization
Align priorities, talent strategy, operating standards, and long-term capability growth
Oversee vendor and contractor partnerships, including commercial performance, workforce planning, contract governance, and third-party risk management
Define and advance the long-term product vision, operating model, investment strategy, and roadmap for AI-enabled onboarding and enrollment capabilities
Serve as the primary technology leader for the value stream
Communicate strategy, progress, risks, and outcomes to executives and business stakeholders
Apply hands-on technical coding skills

Requirements

What you’ll need

Bachelor’s degree required; Master’s preferred, or equivalent experience
10+ years in technology delivery, engineering, data science, or AI
4+ years leading technical teams
Demonstrated record of owning a product or portfolio end to end in a regulated enterprise environment, including production operations
Experience leading globally distributed teams, including direct partnership with an off-shore delivery organization
Experience managing vendors, contractors, and statements of work, including commercial performance discussions
Technical fluency across cloud platforms, data engineering, CI/CD, APIs, and modern AI application patterns including retrieval augmented generation, evaluation, orchestration, and agentic workflows
Hands-on technical experience with Azure, Databricks, and enterprise integration patterns required
Demonstrated ability to build and sell a multi-year technical strategy to senior business stakeholders
Experience in Insurance, group benefits, employee benefits onboarding, enrollment, or policy administration highly preferred
Experience operating in or leading from a global capability center or equivalent off-shore organization highly preferred
Experience with AI governance, model risk management, and regulatory expectations for AI in insurance highly preferred
Criminal background investigation and employment, education, and licensing verification required as a condition of employment
Must be bondable

Benefits

Comp & perks

Medical, dental, and vision insurance
401(k) plan with matching company contributions
Annual incentive bonus plan
11 holidays annually
2 wellness days annually
8 volunteer hours annually
PTO increases with tenure
Career growth and advancement opportunities
Paid parental leave
Adoption/surrogacy assistance
Employee giving program that double matches donations to eligible nonprofits and schools