Sr. Team Leader, Strategic Investments
Fully Remote Arlington, VA Student Supports
Job Type


Rooted in community for more than 40 years, Communities In Schools (CIS) strives to bring community resources inside public schools, where they are accessible, coordinated, and accountable. Founder Bill Milliken said, “It’s relationships, not programs, that change children. A great program simply creates the environment for healthy relationships to form between adults and children. Young people thrive when adults care about them on a one-to-one level, and when they also have a sense of belonging to a caring community.” 


CIS programs are conducted annually throughout the United States, serving 2,900 schools; 1.61M students with over 11,000 community volunteers and 117 CIS affiliate organizations across the country. Their programs for students include providing needs assessments, support teams with corresponding plans to address academic and non-academic needs, delivery of multiple tiers of support for both students and families, progress monitoring and evaluation and assessment with parents and student support systems. 



Communities In Schools (CIS), is “all-in” for kids. It is our passion—it is our mission. At the National Office, CIS collaborates with local affiliate organizations to provide resources and create communities of caring adults who work hand-in-hand with educators to make sure young people have the tools they need to stay in school and achieve in life. We are the nation’s largest dropout prevention organization, and we achieve our mission by hiring bright, creative, and innovative team members who demonstrate a passion for what they do. 


CIS also holds the following talent beliefs: 

  • Every staff member is passionate and committed to the mission.
  • As a National Office, CIS employees have a responsibility to live our values and integrate principles of diversity, equity, and inclusion across the organization and lead by example.
  • In turn, CIS is committed to continuously improving decision making, incentivizing creativity, and building engagement and we do this by building a diverse workforce, fostering a climate of inclusion, and shaping business practices and policies that promote equity. 



Communities In Schools is seeking a Senior Team Lead, Strategic Investments, who will be responsible for all operational aspects of a growing team that will support the implementation of scaling initiatives within the CIS affiliate network via direct dollar investments and re-granting/pass through funding.  

This role will report to the Senior Director for Innovation and Strategic Initiatives. Primary responsibilities include managing growth/scaling investments, aligning these to national and funder priorities while ensuring network grantees are adhering to grant and research requirements. This position will support grantees in reaching goals/milestones and drive network engagement opportunities both within grant cohorts and across similar investments. The Senior Team Lead will ensure alignment with department, office and program objectives while collaborating with operational and development functions to achieve growth and greater impact and effectively manage implementation. This position will be responsible for approximately $25 million in planned investments each year for the next five years. 

PLEASE NOTE -- This position is eligible for remote work.

Primary Duties & Responsibilities

Growth Investments: 

  • Leads the execution of national passthrough funding for Scaling for Success Initiative (approximately $25 million/year for the next five years).
  • Organizes and leads a cross-functional core team responsible for coordinating efforts to implement, market and evaluate the Scaling for Success Initiative.
  • Designs and manages the vetting and selection of CIS affiliate organizations to receive subgrants; includes setting criteria for selection, directing the proposal review process, and ensuring communications to the network on awards. This includes:
  • Directly support a cohort of approximately 20 affiliates currently receiving investments through monitoring progress, technical assistance, practice improvement, sustainability, and engagement. 
  • In collaboration with Finance, Research and Advancement, develop scopes of work for each subrecipient agreement (SRA), including clear deliverables, timelines, and payment schedules.
  • In collaboration with Advancement, ensures all grant deliverables are met and synthesizes reports for funders.
  • Design and lead a process to ensure all scaling investments made by the national office into the CIS network are managed effectively, including resources spent down according to budgets, programmatic requirements are met, and all deliverables and reports are submitted on time.
  • Manage a process for organizing and collecting data, best practices, and success stories from network investments to meet the needs of Advancement, Policy, Communications, Learning and Practice and other stakeholders.
  • Supervise 2-3 Strategic Investment Associates, to ensure all budget and administrative requirements are met. Ensure timely communication of all processes, challenges, etc. and collection of narratives and updated budgets. Manages the team to ensure goals and milestones are being met for all pass thru programmatic investments.
  • Assist with other Student Supports Department projects or network investment strategy needs as identified.



To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skills and/or ability required. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

Required skills & qualifications:

  • Bachelor’s degree (or equivalent years of experience) and minimum six (6) years of relevant professional experience including experience working in a grant making/program office capacity, program implementation, and/or youth development.
  • Excellent organizational skills and attention to detail.
  • Exceptional oral and written communication skills. 
  • Strong interpersonal, time management, decision-making, and problem-solving skills. 
  • Ability to think critically and proven ability to handle multiple tasks and competing priorities.
  • Experience creating systems and processes and training others to use them. 
  • Basic understanding of creating, managing, and tracking budgets. 
  • Excellent Microsoft Office (including Word, Excel, and PowerPoint) skills.
  • Ability to handle confidential information with appropriate discretion. 
  • Demonstrated ability to work effectively as both a team member and independent contributor.
  • Plan, organize, and execute multiple projects deliverables with overlapping deadlines.
  • Communicate technical requirements and easily identify the nuances/caveats within a project.
  • Strong attention to detail to be able to call attention to inconsistencies, identify the frequency/depth of an issue, quickly identify solutions to problems within established timeframe.
  • A willingness to learn and a flexibility to shift as priorities shift.
  • Teamwork, you are able to build positive relationships with your colleagues and are willing to help others.
  • Inclusive, you’re excited to work with people who have different backgrounds, experiences, and perspectives from your own.


Less than 15%.


CIS staff continue to work in a virtual environment; however, the national office is open and available for staff to use as appropriate. 

To ensure the health and safety of staff and job applicants, all interviews will be conducted by phone and/or video conference.


Work that makes a difference—the opportunity to contribute to an important mission!

Competitive and comprehensive compensation and benefits package, including:

  • Five weeks of Paid Time Off
  • Generous 403b Retirement Savings Plan contribution
  • 10 Paid Holidays
  • 90% of employee health care premiums paid by the organization
  • Summer Work Schedule and Winter Break
  • Employer-paid short-term and long-term income replacement programs, and much, much more!

Communities In Schools is committed to a workforce that is representative of the varied communities we are privileged to serve. We provide a work environment that does not discriminate based on race, color, national origin, gender, age, sexual orientation, gender identity or expression, marital status, mental or physical disability, genetic information or any other basis protected by applicable law. CIS prohibits harassment of applicants or employees based on any of these protected categories. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

For more information on Communities In Schools please visit our website. 

Salary Description