Sr. Director - Program Management Office - Remote

Sr. Director
- Program Management Office
- Remote

At USAble Life, we're committed to making a meaningful difference in the lives of our customers, our communities, and each other. We are a diverse team united by a shared drive to go the extra mile. Through our DEI initiatives, employees feel empowered to bring their unique talents, perspectives, and voices to our culture.

Our dedication to delivering exceptional products is matched by our passion for supporting our people. We believe that making an impact extends beyond our office walls, and our longstanding tradition of community involvement reflects that commitment. We're proud that our employees consistently embrace and uphold this spirit of service.

Recognized as a "Best Places to Work" in Arkansas, Florida, and Hawaii, USAble Life offers opportunities for personal and professional growth, along with avenues for career advancement. Combined with our engaging culture and comprehensive benefits package, we are committed to ensuring our employees feel valued, supported, and inspired.

This is not a technical program management position. We are seeking a business-focused program leader with deep experience in enterprise portfolio management, governance, strategy execution, organizational change management, executive influence, and measurable business outcomes. While the role partners extensively with Technology teams, it does not serve as an engineering, software development, architecture, or IT delivery leadership position.

Sr. Director
- PrMO Overview

The Sr. Director, Program Management Office (PrMO) is a strategic, enterprise level role which oversees USAble Life's program delivery, portfolio governance, and change management functions. This role serves as both the head of the PrMO and the lead program manager ("playercoach") for the company's most critical cross functional initiatives. The Senior Director is responsible for establishing the enterprise program management operating model, ensuring alignment to corporate strategy, driving governance, and maturing organizational capabilities around planning, execution, risk management, and adoption.

In this lean organizational design, the Sr. Director directly leads major enterprise programs while managing and developing a team of Program Managers and change/portfolio roles.

Essential Duties:

• Define and lead the enterprise Program Management Office vision, operating model, and roadmap.
• Translate corporate strategy into a prioritized program portfolio with defined business outcomes, funding strategies, and sequencing.
• Establish governance processes (EPAC, Steer Co, Program Readout) that enable strategic decision-making and transparency.
• Oversee delivery of large, multi-year enterprise programs using hybrid program methodologies (Agile, Waterfall, etc).
• Own program-level planning, capacity allocation, dependency management, risk planning, and benefits realization.
• Build and operationalize an enterprise change management framework.
• Ensure every program includes adoption planning, executive sponsorship support, stakeholder mapping, communications, and training.
• Establish rigorous benefits tracking for all programs, financial, operational, customer, and strategic.
• Deliver executive-level dashboards, portfolio views, and quarterly value realization reports.
• Ensures projects comply with corporate policies, corporate compliance standards, security, privacy, data governance, and regulatory requirements such as HIPAA.
• Negotiates, approves, and monitors vendor agreements for program tools to ensure alignment with compliance, security, and operational requirements.
• Work across IT, Operations, Product, Finance, Compliance, Marketing and external partners to ensure alignment, capacity planning, and delivery readiness.
• Lead integration programs that involve or impact partner organizations (e.g., Florida Blue/Regence/HMSA/Arkansas BCBS).
• Define and continuously uplift standards, templates, playbooks, stage gates, and reporting governance for program management.
• Lead and develop a small, high-performing team of Program Managers and supporting roles.
• Promote a culture of transparency, accountability, inclusion, and continuous improvement.
• Provide coaching, mentoring, performance management, and succession planning.
• Performs other related duties and responsibilities as assigned

Required

Knowledge, Skills and Abilities:

• Strategic thinker with the ability to convert strategy into executable, measurable programs
• Deep expertise in enterprise-level program design, governance, and execution
• Executive communication skills, able to influence, negotiate, and present at the partner level
• Strong financial literacy (business case development, CAPEX/OPEX oversight, value tracking)
• Advanced capability in change management, organizational readiness, and stakeholder engagement
• Proven track record of leading cross-functional teams in matrixed environments

Required

Education and Experience:

• Bachelor's degree or equivalent experience
• 10+ years of progressive experience in program…