About the Job

The Director of Programs Learning & Development leads the strategy and execution of Compass’s comprehensive internal learning, training, and knowledge management systems for Programs staff, primarily focused on financial coaching staff, outreach specialists, and program managers that interface with housing partners. This leader ensures that Programs staff receive timely, relevant, and trauma-informed training that aligns with Compass’s values, strategic goals, and evolving client needs. The Director oversees development pathways, oversees the organization’s financial content knowledge center, and ensures learning infrastructure supports Compasss growth, advances equity goals, and strengthens both staff capability and client outcomes.

This role requires strategic vision in adult learning and organizational development combined with hands-on leadership in curriculum design, content development, and training delivery. The Director provides strategic direction to the Manager of Programs Learning & Development and partners with senior leadership to align learning strategy with organizational priorities and field-building goals.

Reporting structure: Reports to the Chief Programs Officer (CPO)

Skills We Are Looking For:

• Expertise in adult learning with demonstrated ability to design learner-centered programs.
• Experience in curriculum strategy & development, including building scalable learning frameworks, competency models, and blended learning solutions aligned to organizational goals.
• Strong background in talent development, including leadership development, performance enablement, and employee growth strategies.
• Demonstrated success in cross-team leadership & influence, with the ability to partner effectively with executive leadership, HR, and business unit leaders to drive learning initiatives and organizational change.
• Strategic and entrepreneurial mindset, with the ability to identify gaps, innovate solutions, pilot new programs, and scale high-impact learning initiatives.
• Advanced project management skills, including the ability to manage multiple complex initiatives simultaneously, oversee budgets, establish metrics, and deliver results on time and within scope.

Primary Responsibilities

Programs Learning Strategy & Vision

• Design and lead Compass’s comprehensive internal learning strategy for the Programs Department staff that advances organizational goals, supports national-level expansion, and strengthens program quality and client outcomes across all markets.
• Partner with senior leadership to identify emerging learning needs based on strategic priorities, market trends, program evolution, and operational requirements. Ensure learning strategy supports operational needs and program performance goals.
• Lead innovation in learning approaches, including exploration of new training modalities, technology platforms, and pedagogical methods.
• Establish metrics and evaluation frameworks to assess learning impact on staff performance and client outcomes.

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