Deputy Director, Career Pathways

Deputy Director, Mid-Atlantic & Midwest Region and Customer Experience Pathway

Year Up United's National Team seeks an experienced, visionary leader to oversee program quality, operational excellence, student outcomes, and market leadership across the Mid-Atlantic and Midwest Region, while also providing leadership and oversight for the Customer Experience (CX) Career Pathway academics nationally.

Reporting to the Chief Operating Officer, the Deputy Director, Mid-Atlantic & Midwest Region, and Customer Experience Pathway plays a critical role in shaping and driving the success of Year Up United's program strategy, regional operations, and academic excellence. This leader is accountable for achieving key metrics, outcomes, and performance indicators (KPIs) while fostering excellence in program delivery and ensuring strong cross-functional collaboration across the student lifecycle.

The Deputy Director will oversee regional program leadership and performance across the following markets:

• Washington, DC
• Chicago
• Baltimore
• Charlotte
• Pittsburgh
• Detroit

In addition, this role will oversee the academic strategy, instructional quality, and continuous improvement of the Customer Experience Career Pathway nationally, partnering closely with Academic Leadership, Learning Excellence, Career Services, Corporate Engagement, and Market teams to ensure that the curriculum aligns with evolving labor market needs and employer expectations.

In this high-impact role, the Deputy Director will partner with cross-functional teams, including Enrollment, Corporate Engagement, Development, Technology, Career Services, Academics, Learning Excellence, Alumni, and Student Services, to ensure seamless alignment between strategy and operations. As a key member of the National Program Team, this leader will bring a data-driven, outcomes-oriented, and collaborative approach to achieving organizational goals.

The Deputy Director plays a key leadership role in implementing Year Up United's strategic vision across multiple markets and functions. This leader partners closely with Market Leaders, Senior Directors, and national functional leaders to support enrollment, program delivery, employer engagement, student success, academic consistency, internship success, and Full-Time Year Up job outcomes across the region and pathway. By leveraging data-driven insights, the Deputy Director identifies and implements enhancements that improve quality, increase efficiency, strengthen student and employment outcomes, and reduce costs without compromising standards.

Working at the intersection of strategy and operations, this leader stays attuned to Year Up United's evolving program model, technology roadmap, and labor market trends while fostering a high-expectations, high-support culture within and across teams.

Regional Leadership, Operations Management, and Team Development

• Serve as the senior program leader for the Mid-Atlantic and Midwest Region, ensuring alignment with organizational priorities and consistent execution across markets.
• Partner closely with Market Leaders and functional teams to strengthen student outcomes, operational performance, and cross-functional collaboration.
• Understand the interconnectedness among enrollment, program operations, student services, academics, internships, career services, alumni, and corporate engagement, and facilitate alignment and resolve conflicts when needed.
• Maintain a deep understanding of the End-to-End Student Journey and leverage data insights to proactively identify challenges, improve operational effectiveness, and enhance the student experience.
• Steward and execute annual strategy plans and priorities, including enrollment growth, program delivery evolution, operational optimization, and outcomes improvement.
• Coach and develop regional and pathway leaders to support strong execution, leadership growth, and organizational alignment.
• Create and sustain a team culture of high expectations and support rooted in Year Up United's core values and leadership behaviors.

Customer Experience Pathway Academic Leadership

• Oversee the academic strategy, instructional quality, and continuous…