Senior Strategic Program Manager

Job Description:

Position Overview

The Senior Strategic Program Manager leads enterprise-level initiatives that drive product strategy, delivery, and transformation across multiple portfolios. This role requires a strong ability to define and execute strategic roadmaps, manage complex programs, and collaborate with cross-functional stakeholders to achieve business objectives.

The ideal candidate is a proven leader with expertise in program management frameworks. They bring a balanced approach—leveraging both traditional and adaptive methodologies—to deliver value at scale. Acting as a strategic partner, they share program leadership with business counterparts, prioritize team success, and excel as a communicator, facilitator, and influencer. They blend strategic thinking with disciplined execution—managing complex programs, defining long-term roadmaps, and creating alignments across diverse business and technology teams. They are future-ready, highly organized, and leverage AI and emerging technologies to optimize program performance and decision-making.

We’ve embraced a flexible, hybrid approach to work. Based on your role and personal preference, we empower you to choose where you work best. This model allows you to balance your life and bring your whole self to work.

 Responsibilities

• Provide strategic leadership to enterprise initiatives by shaping long-term roadmaps, defining success metrics, and translating strategy into executable plans.
• Serve as a strategic partner to senior leadership, enabling informed decision-making, resolving competing priorities, and ensuring organization-wide alignment.
• Take a proactive and structured approach to problem solving—asking strategic questions, challenging assumptions, and driving cross-functional collaboration.
• Facilitate clear, meaningful communication across all levels of the organization—from front-line associates to senior executives.
• Create and deliver compelling artifacts (e.g., presentations, roadmaps, visual models) tailored to diverse audiences and contexts.
• Develop, maintain, and communicate program roadmaps, timelines, and key milestones.
• Manage complex sets of interrelated projects ensuring alignment, synergy, and synchronized deliver and realization of business outcomes.
• Partner with senior leadership and cross-functional teams to drive transparency, alignment, and accountability on program deliverables.
• Oversee governance and compliance by ensuring adherence to reporting requirements, risk management practices, and organizational best practices, maintaining transparency and program integrity at all levels.
• Champion AI enablement by using AI tools and technologies to enhance individual and team performance, decision-making, and innovation.

Skills and Abilities

• Exceptional organizational, planning and time management skills.
• Executive-level communication skills, including storytelling, facilitation, and influencing at all levels.
• Exude enthusiasm, energy, and a positive attitude.
• Ability to manage multiple projects and programs aligned with corporate priorities
• Strong strategic thinking, analytic skills, and business acumen.

• Ability to lead through ambiguity drive clarity, and create structure for complex initiatives.

• Proficiency in program management tools and methodologies (waterfall, agile, scaled agile, hybrid models, etc.)
• Demonstrated AI literacy and willingness to adopt and champion AI-enabled workflows (experience with CoPilot and other similar tools/applications).

Experience

• 10+ years’ experience in a business analyst, project manager, program manager, or similar role.
• 5 years' experience in insurance and financial services.
• Experience presenting to senior leadership and leading cross-functional project meetings.
• Experience in agile environments is a plus.

Base Salary Range - $125,000 - $140,000

For over 175 years, Penn Mutual has empowered individuals, families and businesses on the journey to achieve their financial goals. Through our partnership with Financial Professionals across the U.S., we help instill the confidence and reliability that comes from a stronger financial future. Penn Mutual and its affiliates offer a comprehensive suite of competitive products and services to meet the unique needs of Financial Professionals and their clients, including life insurance, annuities, wealth management and institutional asset management. To learn more, including current financial strength ratings, visit www.pennmutual.com.

Penn Mutual is committed to Equal Employment Opportunity (EEO). We provide employment and advancement opportunities to all qualified applicants and associates, according to applicable laws. This is reflected in our practices for hiring, placement, promotion, transfer, demotion, layoff, termination, recruitment, compensation, selection or training, and all other terms and conditions of employment. All employment-related decisions and practices are free from unlawful discrimination. This includes: race, creed, color, national origin, ancestry, citizenship age, gender (including pregnancy), sexual orientation, gender identity or expression, domestic partnership or civil union status, marital status, genetic information, disability, religious observance or practice, liability, veteran status or any other classification protected under applicable law.