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8 Dec 2020

Full-Time Chief of Staff

powermylearning – Posted by powermylearning Remote, Other, USA 00000

Job Description


Position:              Chief of Staff

Location:             Anywhere in United States


ABOUT PowerMyLearning

At PowerMyLearning, we believe that students are most successful when supported by a triangle of strong learning relationships between students, teachers, and families. We partner with schools and districts nationwide to transform teaching and family engagement through professional development services and through our award-winning innovation, Family Playlists. PowerMyLearning is especially committed to students from low-income communities, students with learning differences, and English Language Learners.



PowerMyLearning seeks to hire a Chief of Staff to optimize internal communications, strengthen internal culture, and maximize leadership capacity so we can successfully execute on our four-year strategic growth plan. The Chief of Staff will be a key member of the Executive Team and will report directly to (and work quite closely with) the CEO. The Chief of Staff will also have direct interaction with the board and have the “Executive Assistant to the CEO and President” (EA) as a direct report.

We are looking for a high performer who is passionate about our mission and is motivated by building effective relationships and leading projects that require interdisciplinary and strategic thinking. The ideal candidate will possess senior-level competencies in advancing Diversity, Equity, and Inclusion (DEI) and in optimizing organizational structures, including meetings and retreats for leadership, all staff, and the board. This role will ensure the alignment of our goals to our values and commitment to DEI.  This is a fast paced, versatile, juggle-a-lot-of-balls-with-attention-to-detail role. Candidates should thrive at approaching projects with a cross-functional mindset and have exemplary skills in deftly managing myriad relationships inside the organization and with the board.



Organization-Wide Values and DEI

  • Serve as an exemplary model of our DEI-infused values and ensure these values are living in every work stream
  • Develop meaningful relationships across lines of difference and help others do the same. Exhibit thoughtfulness about people and culture
  • Ensure that our long-term and near-term (annual) plans fully reflect an equity lens and our equity identity
  • Serve on the DEI Committee and support Co-Chairs in coordination and planning efforts as needed


Internal Communications and Culture

  • Create and manage systems for internal communications to strengthen staff culture, achieve organizational priorities, and drive feedback for continuous improvement
  • Achieve staff alignment to our strategic plan
  • Ensure timely roll out of key information and ensure that staff feel heard and understood
  • Create spaces where staff can “say the thing” and provide upward feedback to leadership
  • Stay connected to the heartbeat of the organization, providing on-the-ground insight into opportunities and issues that impact PowerMyLearning’s success
  • Administer staff satisfaction surveys, analyze results, and share with the organization


Leadership and Meeting Structures

  • Serve as critical thought-partner to the CEO and executive team, while providing sound counsel and maintaining confidentiality
  • Optimize meeting culture to incorporate best practices found in virtual organizations
  • Improve key meetings and retreats (e.g., executive leadership team meetings, leadership meetings, all-staff meetings, and staff retreats) and strengthen culture-building activities
  • Support current staff collaboration committees that have been created to address cross-organizational objectives and support the launch of any new committees that may be needed
  • Steer organization-wide annual goal setting process and track progress towards those goals by building and managing organizational dashboards
  • Identify areas of concern within the organization, learn the root causes, and support development of proposals for solutions
  • Institutionalize best practices pertaining to knowledge management and knowledge transfer


Board of Directors Involvement

  • Plan and develop materials for all board meetings, including identifying high priority topics for board input and drafting agendas.  Work with the EA to ensure strong operational preparation and follow up
  • Attend board meetings and iterate on meeting improvements with the CEO and Board Chair
  • Staff the board Governance Committee and support the process of identifying and attracting new board candidates
  • Staff the board Anti-Racism Task Force and coordinate collaboration between this task force and the DEI Committee




  • Passion for PowerMyLearning’s mission and demonstrated interest in reversing our country’s systematic denial of educational opportunity based on race, class, and learning differences
  • 5+ years of prior work experience in interdisciplinary or management role (versus individual contributor) and 2+ years working at a leadership level
  • 3+ years experience of involvement in DEI initiatives
  • Track record of building trust and respect with a large range of people and working cohesively to achieve an organization’s mission
  • Ability to continuously reflect and improve including analyzing relevant sources of information, sharing knowledge, and asking hard questions
  • Strong attention to detail and follow through
  • Excellent communication, critical thinking, and problem-solving skills
  • Able to scope, plan, and execute needed projects with tight timelines and minimal guidance


  • Prior experience working with a board (supporting board operations or serving on a board)
  • Passion for instruction and prior teaching experience
  • Deep knowledge of the K12 Education sector
  • Prior experience working for an education-focused non-profit



Compensation will be competitive and commensurate with experience. PowerMyLearning also offers medical, dental, and vision insurance with an employee contribution.



Qualified candidates can apply by visiting You will need to submit a resume and thoughtful cover letter (outlining how your skills and experience meet the qualifications of the position, and how you heard about this opportunity).


Applications will be reviewed on a rolling basis.


PowerMyLearning is committed to building a diverse team of staff and strongly encourages applications from people of color.

How to Apply

For more information, or to apply now, you must go to the website below. Please DO NOT email your resume to us as we only accept applications through our website.

Job Types: Full-Time.

Job expires in 42 days.

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