# Simplify Recruiting — Senior Program Director

- Generated: 2026-09-21 08:02:50 AM EDT
- Original/canonical posting: https://www.linkedin.com/jobs/view/4468710302/
- Provider: LinkedIn
- Posted: approximately 2026-09-21 02:02 AM EDT (from '6 hours ago')
- Elapsed since posting: represented by the provider's relative posting label and approximate Eastern timestamp when available
- Applicants: Be among the first 25 applicants
- Work model/location: Remote — United States
- Compensation: Not disclosed; Senior Director-level wording qualifies for missing-compensation review
- Travel: Not disclosed
- Positioning track: Executive leader
- Fit outcome: FAIL — 62%

## Direct-match strengths

Complex technology-program governance, AWS, distributed systems, data and integration, DevOps, AI-assisted engineering, regulated healthcare technology, budgets, executive dashboards, offshore delivery, and AI governance.

## Hard or material gaps

Hard mandatory-domain gap: the role requires strong U.S. health-plan/payer experience, with claims, eligibility/enrollment, benefits, provider networks, FHIR, HL7, X12 EDI, and NCPDP preferred. Keith has healthcare and regulated-technology experience, but not the required payer-operations depth. Exact 18+ years specifically in technology program/delivery management and large payer-portfolio ownership are also not supported.

## Evidence map

1. Large multi-team technology-program delivery (weight 3, evidence 3/3) — Direct multi-workstream engineering and transformation delivery.
2. U.S. health plan/payer domain (weight 3, evidence 0/3) — Healthcare technology is direct; required payer-domain ownership is not.
3. Claims, eligibility, enrollment, benefits, provider networks (weight 3, evidence 0/3) — Not source-supported.
4. FHIR, HL7, X12 EDI, and NCPDP (weight 2, evidence 1/3) — Healthcare interoperability is adjacent; named standards depth is limited.
5. AWS, distributed systems, data, integration, and DevOps (weight 3, evidence 3/3) — Direct architecture and delivery evidence.
6. AI-assisted engineering and AI governance (weight 2, evidence 3/3) — Direct Codex, Responsible AI, privacy, and production controls.
7. Program financials, governance, and executive stakeholders (weight 3, evidence 3/3) — Direct budgets, roadmaps, metrics, risk, and executive advisory.
8. 18+ years program/delivery management (weight 3, evidence 1/3) — Extensive technology career; exact dedicated program-management tenure is unsupported.

## Keyword diagnostic

Strong delivery, cloud, AI, and regulated-healthcare overlap cannot overcome required U.S. payer-domain and large health-plan program depth.

## Full normalized job description

About the job
🏥 Domain: US Health Plan / Payer Technology
📍 Location: Remote – USA
💼 Employment: Full-Time
🎯 Experience: 18+ years
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.
AI-First Leadership
• 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.
• Strong US health insurance / health plan / payer experience.
• 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.
• Strong program financial management experience.
• 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.

## Artifact metadata

- Resume: Not generated because the fit gate returned FAIL.
- Cover letter: Not generated because the fit gate returned FAIL.
- LinkedIn note: Not generated for a FAIL role.
- Google Drive used: No