Jobs · Education

Senior Director, Professional Learning

Swooped · United States · 1 mo ago
RemoteRemoteEducation$160k–$175k/yrFull-time

About the Opportunity

The hiring organization is seeking a Senior Director, Professional Learning to establish and lead its professional learning practice as an end-to-end national function. Operating remotely within the United States on a full-time basis, this leadership role is responsible for establishing the overall strategy, instructional content, delivery models, measurement frameworks, and commercial structures for the practice. Positioned alongside Customer Success as a peer discipline within the service organization, this role has executive visibility and the mandate to guide how educators nationwide experience the organization's learning solutions.

Responsibilities

  • Own a multi-year roadmap for professional learning and establish the operating models, systems, and frameworks needed to scale nationally.
  • Direct the design of professional learning content grounded in adult learning science and the practical working conditions of educators.
  • Recruit, lead, and develop a national team of Professional Learning Specialists and Managers, along with a certified trainer network, maintaining high quality across all delivery channels.
  • Define functional success and impact metrics, partnering with Customer Success Operations to build dashboards and leverage data to drive operational decisions.
  • Partner with Sales to shape the commercial strategy—including pricing, packaging, and bundling—to influence how professional learning is marketed and valued.
  • Serve as the strategic voice of professional learning across Customer Success, Product, Research, Sales, and Enablement teams.
  • Deliver executive briefings and communications that effectively articulate the strategic and business value of professional learning.

Required Qualifications

  • 10+ years of experience building and leading professional learning or customer education programs in education, educational technology, or a related field.
  • 4+ years of experience leading teams.
  • Subject matter expertise in adult learning theory and instructional design.
  • Proven experience building or substantially scaling a function, including operating models, staffing plans, and quality standards.
  • Strong data fluency, including experience defining success metrics, building reporting dashboards, and adjusting strategy based on analytical insights.
  • Experience shaping, or readiness to shape, the commercial side of a services organization, including packaging, pricing, and business case development.
  • Exceptional communication skills with a track record of building cross-functional alignment across executive and educator audiences without relying on authority.
  • Deep familiarity with the K–12 or higher education landscape.
  • Bachelor’s degree.

Preferred Qualifications

  • Advanced degree in Education, Instructional Design, Organizational Development, or a related field.

Pay

Salary: $160,000—$175,000 USD per year. Individual compensation decisions are based on market research, role responsibilities, relevant experience, and specific candidate qualifications.

Benefits

  • health coverage (medical, dental, and vision insurance options)
  • a 401(k) retirement plan with employer matching
  • paid time off
  • wellness resources

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