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Director of Learning

Job in Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: City Year
Full Time position
Listed on 2026-01-10
Job specializations:
  • Education / Teaching
    Professional Development, Education Administration
  • Management
    Professional Development, Education Administration
Job Description & How to Apply Below
Position: Director of Staff Learning
Join the Corps
You can make a difference.
In schools. In classrooms. In neighborhoods.

City Year corps members serve full-time at one of 25 locations across the United States as tutors and mentors, running after-school programs and leading youth leadership programs.

The Director of Staff Learning will manage and execute the organizational learning and development strategy and curriculum for all staff members outside of the Program and Service Departments.

APPLICATION INSTRUCTIONS
Please email your resume in .doc, .docx, .pdf, .txt, .rtf, .html, or .ascii format to the address below. If you wish to enclose a cover letter, please include it in the body of your email message.

Responsibilities

• Manage, Enhance, and Execute Staff Learning
- Partner with internal constituents to continually determine needs, develop and deliver staff learning blueprints and strategy maps with initial specific priority focus on:

* Network-wide continued learning and professional development for staff.

* Development staff learning.

* Training related to ongoing IT and systems changes.
- Measure adoption rates of blueprints and strategy on an annual basis.
- Support training conferences of internal constituents from a wide variety of functional areas.

Learning and Development (L&D) Strategy
- Work with the Vice President of Learning and Development and City Year content leaders to collaborate, determine, and execute on strategy for L&D outside of the Program and Service realm.
- Work with respective departments to lead and collaborate on training conferences for Development and Recruitment and Admissions.
- Responsible for collaborating and leading a team and content managers to execute on all aspects of the design, development and delivery of Academy in all areas outside of Program and Service.
- In partnership with Director of L&D for Program and Service and other internal stakeholders, design, implement and enhance learning and development for start-up teams (i.e., Start-up academy, Regionalized Academies).
- Support and provide leadership, where appropriate, on Core 4 related learning and development initiatives.

• Learning Management System (LMS) Training Development
- Work closely with the Vice President of L&D, to execute on delivery of and training for a new LMS system.

• Manage Instructional Design Team
- Lead, manage, and direct team of instructional designers towards L&D objectives on all goals and initiatives.

Qualifications

• Bachelor’s degree or equivalent experience in Training, Development, Education, or a related area. Certifications in professional L&D/Training organizations are of interest, but not required.

• Minimum 3 years of experience working in area of learning, development, and training specific to a national program, service organization, the education sector, or another relevant area.

• Deep experience delivering trainings.

• Exceptional track record of execution and delivery of results, both as an individual contributor and as a team lead.

• Experience and passion for collaboration, to identify and resolve issues and produce results.

• Ability to adapt within organizational growth and change management.

• Excellent written, verbal, and interpersonal communication skills with all levels of employees as well as superior facilitation skills.

• Skilled at identifying, navigating, and solving problems.

• City Year knowledge (understanding of and commitment to City Year’s values and culture)

Compensation and Benefits

Compensation commensurate with experience. Great benefits including health insurance with Flexible Spending Account, paid vacation, holidays, parental leave, 401K, and more.

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