Director Technology Operations
Arlington, VA Technology
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.


Under supervision of the Vice-President, Technology, the Director of Technology Operations, oversees the technology infrastructure, daily operations, and business systems with a team of employees, vendors, and contractors to achieve business goals. The position also employs project and change management expertise to oversee IT projects in alignment with organizational strategies. Responsibilities include influencing and directing technology and stakeholders to ensure key business initiatives and processes are driven by systems 

that enable change, growth, and flexibility for the organization as well as the network of affiliates and licensed partners. This role will work across two major streams of Technology:

  • Internal IT – Overseeing the day-to-day technology operations and infrastructure of the national office including oversight of related projects enabling the organization with the tools and resources to effectively fulfil their role and responsibilities. 
  • External IT – Managing the systems that the CIS national office provides to the network of affiliates and licensed partners to equip them with the resources needed in order to support students in schools. This is primarily built around Salesforce CRM and Fonteva AMS.

PLEASE NOTE – This is a remote position; however, it is preferred that the individual hired for this role reside in the DMV area to fulfill onsite responsibilities on an as needed basis.


Team Management and Leadership (33%)

  • Manage, lead, and develop the technology team of four, including training initiatives, mentoring, and performance coaching. 
  • Track and balance the workload of the team in order to ensure maximum engagement in the work and commitment to the mission. 
  • Manage vendor partners: their deliverables, priorities, and performance. Provide periodic performance assessments to VP and participate in vendor relationship management meetings.
  • Builds successful stakeholder relationships with other IT and business leaders by developing a clear understanding of service needs, acting as a trusted advisor, and ensuring cost-effective delivery of IT services to meet those needs.
  • Collaborate with Vice-President, Technology on the infrastructure service portfolio and governance to identify new opportunities and prioritize resources including budgets and billing.

Change Management & Project Oversight (33%)

Through management of the technology team vendors, and contractors, accountable for a portfolio of business and technology projects using best practices to deliver benefits against organizational goals and strategies: 

  • Advocate for both stakeholders and project managers to ensure successful delivery of IT projects in line with scope, schedule, cost, and quality. 
  • Coordinate available project resources including definition of timeframes and articulate major deliverables to meet organizational goals and outcomes.
  • Lead project reviews with both project leaders and stakeholders.
  • Track and support project leaders with resolution of major project roadblocks.
  • Reduce digital friction in CIS’s environment by identifying opportunities to streamline or expand the existing suite of tools or by implementing new technology. 

Operations & Infrastructure (33%)

Manage the Technology team to direct all day-to-day technology operations and infrastructure to include:

  • Supporting hardware, software and training needs including - endpoints and devices, Office 365, business systems, video conferencing, Okta SSO, MFA, SharePoint, Salesforce, LMS, AMS, and active directory.
  • Oversight of the CIS on-premises and cloud networks and collaborate with vendors to deliver security enhancements to strengthen data and systems. 
  • Deliver a strong IT onboarding and offboarding experience for new and departing users. 
  • Ensure the highest standards of customer service are provided to the organization through management of the infrastructure helpdesk in conjunction with CIS’s managed service provider.
  • Devise, establish, and improve IT processes, policies, and systems to support the implementation of strategies set by leadership.
  • Develop a cost view of IT services to aid business in understanding business value of IT and the business drivers of IT costs.


  • Bachelor’s degree or equivalent work experience.
  • Minimum 8 years’ progressive, successful experience in IT with responsibilities including project or program management, IT operations and/or applications, and managing IT teams.
  • Proven project portfolio leadership and project management experience, including implementing and integrating large commercial software applications and SaaS migrations.
  • Proven experience or demonstrated capability in leading IT transformational initiatives.
  • Exceptional leadership skills, with the ability to develop and communicate the project objectives, inspire, and motivate staff, and maintain alignment with the business strategy.
  • Demonstrate third-party vendor management skills to ensure quality and timely delivery of tasks, in conjunction with agreed SOW’s and contractual terms. 
  • High level of organizational business understanding to proactively assess and provide comprehensive technology solutions across departments.
  • Can express IT technology decisions in terms of business outcomes by communicating ideas or positions in a persuasive manner that builds support, agreement, and commitment.
  • Excellent inter-personal and communication skills (presentation, verbal, written), including the ability to explain and “sell” the program goals and objectives to the business.
  • Ability to forge strong working relationships and show empathy with all stakeholders including the technology team, business leaders, and external vendors/consultants. 
  • Foster strong team spirit to direct, coach, mentor team members in line with the organization’s values.



  •  Salesforce (any of - sales, service, marketing, non-profit clouds) or other CRM.
  •  Microsoft Office 365 and Active Directory.
  •  Experience in Association Management Software (AMS) such as Fonteva. 
  •  Learning Management Systems (LMS).
  •  Okta and/or SSO.
  •  On premise and/or cloud networks including security best practices.
  •  AWS (S3, RDS) and or Azure services. 


Less than 10%


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
  •  9 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