Associate Director, AI Enablement

Humana; Boston (MA); On-site; USD 142,000 - 196,000; Full time

Benefits offered by this job

Medical, dental and vision benefits

401(k) retirement savings plan

Paid time off and holidays

Parental and caregiver leave

Job summary

Humana is seeking an Associate Director of AI Enablement to lead a multi-track enterprise AI platform program and drive organizational change across IT disciplines. The role requires deep knowledge of AI, DevOps, and scalable software delivery in HIPAA-regulated environments.

You will lead engineers, coordinate across peer organizations, and communicate progress to senior leaders, while fostering an empowering, collaborative team culture.

Qualifications

• 15+ years in software engineering with leadership of managers/leads or multiple squads.
• Accountable for multi-track or platform-scale programs (3+ tracks, 25+ engineers).
• Hands-on depth in distributed systems or ML/AI engineering or cloud infra.
• Production Kubernetes and major cloud experience (GCP/AWS/Azure).
• Fluent in LLM application development, agent frameworks, and evaluation methods.
• Experience shipping in regulated environments with security/compliance constraints.
• Ability to drive alignment across peer organizations without direct authority.
• Experience with enterprise-grade platforms like Azure DevOps, GitHub, SonarQube, Artifactory, or similar.

Responsibilities

• Lead a matrixed team and drive enterprise AI enablement initiatives.
• Coordinate multiple squads across tracks to ensure delivery and governance.
• Develop architecture docs and VP-ready summaries for leadership.
• Promote collaboration, empowerment, and team growth within the delivery organization.

Skills

Leadership experience

Multi-track program management

Cloud infrastructure

Kubernetes

LLM / AI engineering

Public speaking

DevOps practices

Architecture design

Communication

Education

Master's degree

Tools

Kubernetes

Azure DevOps Services

GitHub

SonarQube

Artifactory

Terraform Enterprise (TFE)

Argo

Job description

At Humana, we are on a mission to provide an exceptional experience for our community of developers, testers, product owners, and business partners that deliver software products for our members.

At Humana, we are on a mission to provide an exceptional experience for our community of developers, testers, product owners, and business partners that deliver software products for our members. We believe that happy and productive delivery teams create essential features that enhance our members' well-being and overall experience with our Humana products. As the Associate Director of AI Enablement in the Enterprise Engineering Enablement organization, you will play a crucial role in building Humana's Agentic Development Lifecycle (ADLC) — an AI-native software delivery platform program with four dedicated tracks, a published governance framework, and hard targets for reuse, uptime, cost, and regulatory defensibility in a HIPAA-regulated environment. Your work will be transformational for our company as we seek to enable enhanced productivity across a wide range of IT disciplines. The ideal candidate for this role will need to have a unique mix of leadership experience, proficiency with applying modern Agile, Engineering, and DevOps practices to enable software delivery, strong public speaking skills, and be exceptional at leading people through change. You will need to have the skillset to apply your software delivery expertise to an entire IT organization, be the catalyst for an enterprise-wide organizational change effort, and simultaneously ensure smooth product and platform engineering delivery for your own teams responsibilities. You will need to be comfortable working within and leading a matrixed team where influence is more important than official reporting structure. Finally, you will need to have a passion for enablement, coaching, and teaching in order to assist agile and operations teams with adopting new technologies and new ways of working using GAI.

Required

Use your skills to make an impact

• 15+ years in software engineering, with 5+ years leading engineering managers, leads, or multiple squads
• Demonstrated ownership of a multi-track or platform-scale program (3+ parallel workstreams, 25+ engineers)
• Hands-on depth in at least two of: distributed systems, platform/SRE engineering, ML/AI engineering, cloud infrastructure
• Production experience with Kubernetes and at least one major cloud (GCP, Azure, or AWS)
• Working fluency with LLM application development — agent frameworks, prompt engineering, RAG, tool/function calling, evaluation methodology
• Track record of shipping in a regulated environment with real security and compliance constraints
• Proven ability to drive alignment across peer organizations without direct authority
• You have experience with enterprise-grade engineering platforms similar to Azure DevOps Services, GitHub, SonarQube, Artifactory, TFE or their industry standard equivalents.
• You have experience with cloud technologies, Infrastructure as Code (IaC), Kubernetes, and emerging DevOps trends like 'GitOps' combined with 'pull' based deployment technologies like Argo and Terraform Enterprise (TFE).
• You have a deep understanding of large language models, including how they are trained, and are knowledgeable about trends in this quickly changing technology landscape
• Excellent written communication — you can produce an architecture doc and a VP-ready one-pager with equal comfort
• You are a caring and compassionate leader focused on enabling team members to grow and achieve their best effort in their role on the team.
• You enable a culture of collaboration, empowerment, and team cohesiveness where team members are excited about their work and understand the value that they are bringing to the enterprise.
• You are able to give meaningful and direct feedback to your direct reports in order to promote team member growth and maturity.
• You value work/life balance and enable a positive team culture that people want to be a part of.
• You are a strong communicator, a connector, and enjoy a highly agile work environment. Being the leader of AI Enablement @ for Humana IT will put you right in the middle of some amazing transformational work.
• You enjoy creating presentations, bringing awareness to newly delivered features, and communicating progress to senior leaders.

If you have not shipped production code or architecture in the last 24 months, this is likely not the right role for you.

Strongly Preferred

• You hold a Master's degree.
• Experience with agentic AI in production — multi-agent orchestration, supervisor/sub-agent patterns, agent observability, drift detection
• Familiarity with Claude Code, the Claude Agent SDK, MCP (Model Context Protocol), or comparable agent tooling
• Background in healthcare, payer, or life sciences with direct HIPAA/PHI handling experience
• Exposure to AI governance frameworks — NIST AI RMF, ISO 42001, EU AI Act, or internal model risk management
• FinOps experience — cost telemetry, chargeback, and optimization for cloud or AI workloads
• Experience modernizing legacy estates or driving developer-productivity programs at enterprise scale

Work Location:

• Primary Location: Louisville, KY
• Additional Locations:
  • Atlanta, GA
  • Boston, MA
  • Charlotte, NC
  • Arlington, VA
  • Fort Lauderdale, FL
  • Louisville, KY
  • New York, NY
  • Tampa, FL

Reporting Information

• You'll report to the Director of AI Enablement.
• You'll be part of Enterprise Engineering Services organization.

Scheduled Weekly Hours

40

Pay Range

The compensation range below reflects a good faith estimate of starting base pay for full time (40 hours per week) employment at the time of posting. The pay range may be higher or lower based on geographic location and individual pay will vary based on demonstrated job related skills, knowledge, experience, education, certifications, etc.

$142,300 - $195,700 per year

This job is eligible for a bonus incentive plan. This incentive opportunity is based upon company and/or individual performance.

Description Of Benefits

Humana, Inc. and its affiliated subsidiaries (collectively, “Humana”) offers competitive benefits that support whole-person well-being. Associate benefits are designed to encourage personal wellness and smart healthcare decisions for you and your family while also knowing your life extends outside of work. Among our benefits, Humana provides medical, dental and vision benefits, 401(k) retirement savings plan, time off (including paid time off, company and personal holidays, paid parental and caregiver leave), short-term and long-term disability, life insurance and many other opportunities.

About Us

About Humana: Humana Inc. (NYSE: HUM) is a leading U.S. healthcare company. Through our Humana insurance services and our CenterWell healthcare services, we make it easier for the millions of people we serve to achieve their best health – delivering the care and service they need, when they need it. These efforts are leading to a better quality of life for people with Medicare and Medicaid, families, individuals, military service personnel, and communities at large. Learn more about what we offer atHumana.comand atCenterWell.com.

Equal Opportunity Employer

It is the policy of Humana not to discriminate against any employee or applicant for employment because of race, color, religion, sex, sexual orientation, gender identity, national origin, age, marital status, genetic information, disability or protected veteran status. It is also the policy of Humana to take affirmative action, in compliance with Section 503 of the Rehabilitation Act and VEVRAA, to employ and to advance in employment individuals with disability or protected veteran status, and to base all employment decisions only on valid job requirements. This policy shall apply to all employment actions, including but not limited to recruitment, hiring, upgrading, promotion, transfer, demotion, layoff, recall, termination, rates of pay or other forms of compensation and selection for training, including apprenticeship, at all levels of employment.