Director of Staff Learning (Bay Area, CA/Boston, MA Preferred)

Job Type

Full Time


Details: $75000 - $90000 per year



Application Deadline



San Francisco, CA or Boston, MA
United States



Title: Director of Staff Learning (San Francisco, CA/Boston, MA Preferred)

Office: National

Location: San Francisco Bay Area ; Boston, MA Preferred

Career Stage: Director

FLSA Status: Exempt

Job Type: Regular Full-Time


Reporting directly to the Senior Director of Staff Learning, the Director of Staff Learning (San Francisco, CA/Boston, MA Preferred) will help the team to build a large-scale training infrastructure to support Year Up's ambitious growth plans to scale our impact. Specifically, they will oversee the development of high-quality training content for 3-5 functional areas as well as designing effective deployment of that training.

Success in this role requires masterful collaboration and people skills in order to work effectively with staff of all career stages, departmental teams and geographies. It also requires the ability to think on the high-level and detail-level about training design and the adult learning cycle, always keeping the needs of the learner in mind. Air-tight project management skills and demonstrated ability to propel complex projects forward is a must. Occasional travel may be required (e.g. once every 1-3 months).

In keeping with Year Up's values, the Director of Staff Learning (San Francisco, CA/Boston, MA Preferred) will also have the opportunity to interact with students as a mentor, group facilitator, and advocate, participating in creating and sustaining a positive educational environment.

We understand that people gain skills through a variety of professional, personal, educational, and volunteer experiences. We encourage candidates to review the key responsibilities and qualifications below. If you believe you have the transferable skills necessary to fulfill the responsibilities of this role, we encourage you to apply.


  • Partner with internal stakeholders to design and deploy high-quality training content, e.g.:
  • Listen to business need and translate into efficient, effective project plans
  • Offer strategic advice on best ways to meet desired outcomes (e.g. training type, duration, deployment)
  • Pilot new, creative, and current methods for training that support Year Up's overall Training Strategy
  • Edit content/manage revisions according to best practices
  • Leverage Degreed, Year Up's learning management system, to support deployment of high-quality training content
  • Support re-design process of raw content as needed
  • Prepare presenters to ensure high-quality in-person and virtual sessions
  • Oversee logistics for in-person events as needed (communication, travel, hotel, catering, etc.)
  • Support participants and managers to maximize training effectiveness and value
  • Facilitate collaboration and partnership between all stakeholders as needed
  • Manage a small team of direct reports with tangible commitment to their skill and career development while overseeing the quality of their work (e.g. design and training events)
  • Help provide quality assurance and content curation for all Learning Team products and offerings as needed
  • Collaborate and communicate across functions and sites to ensure org-wide adoption and utilization of best practices
  • Facilitate training sessions when appropriate
  • Support a small, lean team with whatever is needed (team will have 'all hands on deck' approach)


  • 5 years' experience managing and executing complex projects across multiple stakeholder groups
  • Excellent project management skills with a passion for keeping multiple, simultaneous work streams on track
  • Demonstrated experience and comfort managing up to various levels of leadership
  • Experience creating and executing staff trainings across multiple content areas a plus
  • Sophisticated interpersonal skills; strong relationships across sites and functions a plus
  • Proactive problem solving instincts, both with people and projects
  • Interest in and comfort with exploring new technologies
  • Skilled facilitator, regardless of content
  • A passion for serving urban young adults, an unshakable belief in their potential, and a strong commitment to the mission of Year Up


  • Salary: Competitive and commensurate with education and experience
  • Benefits: Competitive package including 100% healthcare coverage, dental, and 401(k) match
  • Vacation: Three weeks paid vacation in first year of employment; four weeks after initial year
  • Professional development: Funds available to support staff in achieving career objectives


Year Up is an award-winning national 501(c)3 organization with a mission to close the Opportunity Divide by providing young adults ages 18-24 with the skills, experience, and support that will empower them to reach their potential through professional careers and higher education. Through a one-year intensive program, Year Up utilizes a high support, high expectations model that combines hands-on technical and professional skills, educational stipends, college-level coursework, and corporate internships at more than 250 top companies. Its holistic approach focuses on students' professional and personal development to place talented and motivated young adults on a viable path to economic self-sufficiency.

Year Up has served more than 19,500 young adults since its founding in 2000, and will serve more than 4,000 young adults in 2018 nationwide. Year Up currently serves 21 U.S. cities across 16 markets, including Arizona, Baltimore, Chicago, Dallas/Fort Worth, Greater Atlanta, Greater Boston, Greater Philadelphia, Jacksonville, Los Angeles, the National Capital Region, New York City, Providence, Puget Sound, San Francisco Bay Area, South Florida, and Wilmington.

Voted one of the Best Nonprofits to Work For in the country by The NonProfit Times for eight consecutive years, Year Up is a rewarding place to work. Our staff is passionate, supportive, mission-driven, and committed to positive change and continuous learning. We set high standards for both ourselves and our students, and live by a set of core values that reflect an unshakable belief in the talent and full potential of our young people. The work we do is life-changing, and we know that our team is the greatest asset in achieving our mission.

Year Up participates in E-Verify.

Please visit to learn more about working at Year Up, and to see a list of current opportunities.


Year Up actively engages individuals from all backgrounds. We are committed to embracing diversity within our organization because we firmly believe that diverse employee teams help us to achieve our best organizational outcomes and provide the most effective support to our young adults as we work to close the Opportunity Divide. We are deeply dedicated to creating and maintaining an inclusive and supportive work environment. Learn more about our commitment to diversity:

As an equal opportunity employer, Year Up is committed to providing employment opportunities to all qualified individuals and does not discriminate on the basis of race, color, ethnicity, religion, sex, gender, gender identity and expression, sexual orientation, national origin, disability, age, marital status, veteran status, pregnancy, parental status, genetic information or characteristics, or any other basis prohibited by applicable law.


Please submit a thoughtful cover letter and resume through our website.

Note that applications without a cover letter will not be considered. We respectfully request no phone calls.

Professional Level


Minimum Education Required

No requirement

How To Apply