Director, AI Delivery - Onboarding & Enrollment

Standard Insurance

Confirmed live today High trust
Remote

Quick summary

Work type
Remote
Location
Portland, OR
Salary
$147,750–$280,750 / yr
Employment
Full-time
Posted
4 days ago
Freshness
Confirmed live today

Market check

Salary context

Competitive pay

How this pay compares to similar roles

Similar $238k
This role $214k
$130k most similar roles pay here $314k

This role pays less than 66% of similar roles. Most pay $197,500–$279,262 — the shaded band above. At the midpoint, this role pays about $214k versus about $238k for comparable roles.

Based on 240 similar postings.

Employer

About Standard Insurance

Standard Insurance Company (The Standard) provides group and individual insurance products including disability, life, dental, vision, and retirement plans primarily to employers and their employees. Industry: Insurance & Employee Benefits

Standard Insurance currently has 2 open roles on FindRole.

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At a glance

TL;DR · Director, AI Delivery - Onboarding & Enrollment

As the Director, AI Delivery - Onboarding & Enrollment, you will serve as the senior global leader of the AI value stream, overseeing product strategy, global operations across the United States and India, and vendor management. You will be responsible for the end-to-end delivery of onboarding and enrollment AI products, ensuring quality, compliance, and production reliability while managing a high-performing global team. The role requires hands-on technical coding skills and proficiency in Azure, Databricks, and enterprise integration patterns. You will navigate complex technical landscapes involving cloud platforms, data engineering, CI/CD, APIs, and modern AI application patterns such as retrieval augmented generation, evaluation, orchestration, and agentic workflows. This position addresses the specific business challenges of insurance, group benefits, employee benefits onboarding, enrollment, and policy administration within a regulated enterprise environment while managing model risk and regulatory expectations for AI.

What you'll do

  • Lead the end-to-end delivery of AI products for onboarding and enrollment to ensure quality and compliance.
  • Define and execute the long-term product strategy, maturity plan, and investment case for AI capabilities.
  • Manage global operations across the United States and India in a "two-in-a-box" leadership model.
  • Oversee vendor, supplier, and contractor management including contract governance and risk management.
  • Provide operational leadership for production systems, focusing on reliability, performance metrics, and cost management.
  • Lead and develop a high-performing global team through hiring, coaching, and performance management.
  • Communicate technical strategy, risks, and outcomes to executive leadership and business stakeholders.
  • Apply hands-on technical coding skills to support AI development and infrastructure.

What we're looking for

  • Bachelor’s degree required; Master’s degree preferred.
  • 10+ years of experience in technology delivery, engineering, data science, or AI.
  • 4+ years of experience leading technical teams.
  • Experience managing vendors, contractors, and statements of work including commercial performance discussions.
  • Technical fluency in cloud platforms, data engineering, CI/CD, APIs, and modern AI application patterns.
  • Hands-on technical experience with Azure, Databricks, and enterprise integration patterns.
  • Experience in insurance or employee benefits onboarding and enrollment (preferred).
  • Experience with AI governance, model risk management, and regulatory expectations for AI in insurance (preferred).

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