Director Program Management

Overview

Join Us! Take the next step in your journey at Inspira Financial. Guided by our mission to enable better health and greater wealth, we help businesses and individuals thrive today, tomorrow, and into retirement by strengthening and simplifying the health and wealth journey.

Our values shape how we show up every day. We Lead with Heart by acting with compassion, empathy, and doing what7;s right;
Cultivate Trust through integrity, transparency, and accountability;
Aim Higher by never settling for what7;s expected and continually raising the standard; and Win Together by collaborating inclusively to achieve the best outcomes. Join us on our journey as we work together to take on the complex and the everyday—turning collective effort into life‑changing impact that enriches lives and helps build a better future. Learn more at

We believe in finding the best talent! While some roles are based at one of our office locations, remote roles can sit in any of the following states: AL, AZ, FL, GA, IA, IL, IN, MI, MN, MO, NC, NE, PA, SC, TN, TX, UT, VA and WV. Remote status and role locations are subject to change. Relocation is not provided.

Employees within a 90-minute radius of our Oak Brook, IL headquarters are required to adhere to the company in-office work guidelines of 4 days per month minimum from 10 am to 2 pm (1 of the 4 days must be a Monday or Friday). This requirement does not apply to support specialist positions.

Don7;t meet every single requirement? That7;s okay. At Inspira Financial, we know growth comes from people who are willing to learn, challenge themselves, and aim higher. We value individuals who lead with heart, cultivate trust, and collaborate to win together. If you7;re energized by meaningful work, continuous development, and being part of a team that turns collective effort into real impact, Inspira Financial could be the right next step in your journey.

We look forward to receiving your application.

Inspira Financial provides health, wealth, retirement, and benefits solutions that strengthen and simplify the health and wealth journey. With more than 7 million clients, representing over $62 billion in assets, Inspira works with thousands of employers, plan sponsors, recordkeepers, TPAs, and other institutional partners — helping the people they care about plan, save, and invest for a brighter future. Inspira relentlessly pursues better outcomes for all with our automatic rollover services, health savings accounts, emergency savings funds, custody services, and more.

Learn more at

We have been recognized for our remarkable growth on lists such as Crain7;s Fast 50 and Inc. 5000, and for our outstanding workplace culture and benefits with Built In7;s 2025 Best Places to Work and Gallagher7;s 2022 Best-In-Class Employer awards.

The Director, Program Management Office (PMO) is a senior delivery leader responsible for building and operating Inspira Financial’s Health & Benefits (H&B) project portfolio management capability. Reporting to the Senior Director, Program Management within the Execution Office, this role owns the end-to-end intake, prioritization, resourcing, and execution management of Inspira’s highest-priority initiatives across Health & Benefits, Service Delivery, and Technology. The Director leads a team of Program Managers, Senior Project Managers, and Project Managers, ensuring that Health & Benefits (H&B) projects are governed effectively, delivered on time and within scope, and aligned to Inspira’s strategic OKRs.

This role is distinct from the Center of Excellence (CoE) function: the Director, PMO is accountable for portfolio execution and delivery performance, not for process documentation, template maintenance, or PM training — those responsibilities sit with the Process & Tools Manager (CoE Lead).

• Portfolio Management & Intake
• Own the Health & Benefits (H&B) project intake process: receive, evaluate, and triage incoming project requests from business leaders, ensuring all submissions are properly scoped and assessed against strategic fit and capacity.
• Maintain a consolidated, real-time portfolio view of all…