Senior Director Program Management

Simplify Recruiting; United States; On-site; USD 180,000 - 260,000; Full time

Job summary

Simplify Recruiting is seeking a Senior Director of Program Management to lead executive-level delivery across complex health plan technology programs in the US.

You will govern end-to-end delivery across multi-team efforts, partnering with AWS, data, and DevOps leaders while driving AI-enabled transformation and regulatory compliance.

Qualifications

• Extensive senior delivery leadership experience in technology programs.
• Proven ability to govern large, multi-team delivery environments.
• Experience with AI-enabled engineering and regulated healthcare contexts.
• Strong client-facing and executive stakeholder skills.
• Exposure to AWS/cloud architectures and distributed systems.

Responsibilities

• Own end-to-end delivery governance across multi‑team programs in health plan domain.
• Lead TPMs and technology leaders across onshore/offshore teams.
• Establish governance, plans, metrics, RAID, dashboards, and dependencies.
• Govern Agile, SAFe, and hybrid delivery models.
• Manage budgets, forecasts, resources, and cost-to-complete.
• Ensure HIPAA-compliant, secure, high-quality client delivery.
• Serve as Delivery Executive to VP and C‑suite stakeholders.
• Lead executive steering, QBRs, reviews, and escalations.
• Collaborate with AWS, data, integration, and DevOps leaders.
• Champion AI-assisted engineering and productivity:** set adoption goals.

Skills

Executive leadership

Program management

Technology delivery

Stakeholder management

Healthcare/health tech domain

AWS/cloud

Agile/SAFe

AI-enabled delivery

Tools

GitHub Copilot

Claude Code

Cursor

Embeddings

Job description

About the Role

We are seeking a Senior Director - Program Management to provide executive-level leadership across a portfolio of complex health plan technology programs.

This is a senior, client-facing delivery leadership role at the intersection of technology, program execution, client engagement, and AI-first transformation.

You will own end-to-end delivery governance across multiple concurrent workstreams spanning software engineering, data & integration, AWS/cloud, DevOps, and AI-enabled engineering, while serving as a key point of accountability with senior client stakeholders and internal executive leadership.

What You'll Lead

• Own end-to-end delivery across large, multi-team technology programs within the US health plan/payer domain.
• Lead Technical Program Managers and Technology Leaders across distributed onshore/offshore teams.
• Establish program governance, integrated plans, delivery metrics, RAID management, executive dashboards, and dependency management.
• Govern Agile, SAFe, and hybrid delivery models.
• Manage program budgets, forecasts, resource plans, and cost-to-complete.
• Ensure HIPAA-aware delivery, security, quality, and client governance standards.
• Serve as a Delivery Executive for VP and C-suite client stakeholders.
• Lead executive steering committees, QBRs, delivery reviews, and critical escalations.
• Partner with engineering and architecture leadership across AWS, distributed systems, data engineering, integration, and DevOps.
• Champion AI-assisted engineering, testing, documentation, operations, and program delivery.
• Establish measurable AI adoption and productivity goals across programs.
• Bring practical familiarity with GitHub Copilot, Claude Code, Cursor, or similar AI tools.
• Understand RAG, embeddings, prompt engineering, agentic workflows, and responsible AI.
• Establish AI governance appropriate for regulated healthcare environments, including protection of PHI and sensitive client/member data.
• Identify AI-driven automation opportunities throughout the delivery lifecycle.

What We're Looking For

• 18+ years of technology program/delivery management experience.
• 5+ years in senior delivery/program leadership managing large technology portfolios.
• Experience delivering large, complex software engineering programs.
• Consulting, professional services, health tech, or managed services experience.
• Strong understanding of AWS/cloud architecture and distributed systems.
• Experience leading large onshore/offshore delivery organizations.
• Executive-level client and stakeholder management experience.
• Strong knowledge of Agile, Scrum, SAFe, Kanban, and hybrid delivery methodologies.

Preferred

• Claims, eligibility & enrollment, benefits, and provider network experience.
• Familiarity with FHIR, HL7, X12 EDI, and NCPDP.
• PMP, PMI-ACP, SAFe/SPC, AWS, or related certifications.
• PMO/delivery excellence leadership experience.
• AI Center of Excellence or AI governance experience.
• Big 4, healthcare consulting, health tech, or managed services background.