Associate Director, AI Enablement

Humana • Tampa, FL

2d • $142,300 - $195,700 • Onsite

About The Position

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.

Requirements

• 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
• Experience with enterprise-grade engineering platforms similar to Azure DevOps Services, GitHub, SonarQube, Artifactory, TFE or their industry standard equivalents.
• 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).
• 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
• Caring and compassionate leader focused on enabling team members to grow and achieve their best effort in their role on the team.
• 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.
• Able to give meaningful and direct feedback to your direct reports in order to promote team member growth and maturity.
• Value work/life balance and enable a positive team culture that people want to be a part of.
• Strong communicator, a connector, and enjoy a highly agile work environment.
• Enjoy creating presentations, bringing awareness to newly delivered features, and communicating progress to senior leaders.
• Shipped production code or architecture in the last 24 months.

Nice To Haves

• 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

Responsibilities

• Build Humana's Agentic Development Lifecycle (ADLC) — an AI-native software delivery platform program.
• Enable enhanced productivity across a wide range of IT disciplines.
• Apply software delivery expertise to an entire IT organization.
• Be the catalyst for an enterprise-wide organizational change effort.
• Ensure smooth product and platform engineering delivery for your own teams responsibilities.
• Lead people through change.
• Enablement, coaching, and teaching agile and operations teams with adopting new technologies and new ways of working using GAI.
• Review architecture decisions, ADRs, and agent design specs — and write them when the situation calls for it.
• Prototype in the agent harness: sub-agent definitions, tool/MCP integrations, prompt and character specifications.
• Read traces, evaluate eval-harness output, and debug agent behavior alongside your engineers.
• Contribute to reference implementations that the Factory PODs will pattern from.
• Sit in code and design reviews as a participant, not an observer.

Benefits

• 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

What This Job Offers

• Job Type: Full-time
• Career Level: Senior