Originally

founded in 1991

as Harlem RBI, DREAM has grown to annually serve more than 2,500 youth across East Harlem and the South Bronx through a network of seven PreK-12, extended-day, extended-year DREAM Charter Schools and community sports-based youth development programs. Through our

commitment

to rigorous academics, social-emotional learning, deep family and community engagement, and health and wellness, we create lifelong learners who are equipped to fulfill their vision of success in and out of the classroom. We dream big, as well, with an aggressive five-year plan to expand to serve 3,500 students across

seven schools

—growing our

organization’s impact

and leveling the playing field for all children. To learn more, visit

wearedream.org

.

Reporting to the Infrastructure Manager, the Senior Systems Administrator ensures that DREAM’s technology infrastructure is secure, reliable, and ready to scale across four campuses of a K-12 charter school network. This role safeguards the systems and student data that classrooms and operations depend on, modernizes how infrastructure is managed through automation and AI, and helps guide the organization through growth and technology transitions.

The ideal candidate is a mission-driven professional who believes students of all backgrounds can achieve at high levels. They bring broad, hands-on expertise across networking, security, and systems, take full ownership of their work, and raise the team’s standards through sound judgment, strong collaboration with partners and vendors, and a commitment to continuous learning.

Responsibilities

Qualifications

• At a minimum, a High School Diploma and 5+ years of experience in IT and systems administration; or Associates Degree or higher and 3+ years of experience IT and systems administration;
• Hands-on experience with next-generation firewalls (such as Palo Alto, Fortinet, or Cisco), VPN, switching, wireless, and multi-site networks.
• Cybersecurity operations experience, including EDR, vulnerability management, incident response, and security monitoring through a SIEM (such as Wazuh, Splunk, or Microsoft Sentinel).
• Experience building and tuning monitoring and alerting for network and server health (such as Zabbix, PRTG, or Datadog).
• Strong identity experience with Active Directory, Google Workspace Admin, and an IdP such as Okta, Entra ID, or JumpCloud.
• Virtualization experience (VMware, Hyper-V, or Proxmox) and backup and disaster recovery practice.
• Endpoint management experience for macOS and Windows through MDM platforms (such as Jamf, Kandji/Iru, Mosyle, or ManageEngine Endpoint Central).
• Experience automating administrative work with scripting (PowerShell, Python, or Bash) and building automation or AI-assisted workflows that replaced manual processes.
• Database and cloud experience, including writing SQL and working with BigQuery in Google Cloud (GCP).
• Experience coaching or mentoring other IT staff and handling escalated support.
• Track record of leading projects from planning to delivery, including sprint planning and status reporting.
• Strong documentation habits and clear writing for both technical and non-technical readers.
• Demonstrated ability to learn new tools quickly and adapt to changing priorities.
• A strong belief in the mission and values of DREAM, including the desire to make a difference in the lives of our students, families, and community.
• Proven experience leading an AI or automation project end to end, from scoping to production, with attention to data privacy, cost, and output quality.
• Working knowledge of workflow and integration platforms (n8n, Zapier, or similar) and REST APIs.
• Practical experience with additional cloud platforms, such as AWS or Azure.
• Background as an infrastructure lead, owning areas such as network, security, or systems.
• Experience with technology migrations, such as mergers or email and directory transitions.
• Familiarity with enterprise data methodologies and platforms (e.g. Snowflake, Redshift, or Databricks) and relational databases (e.g. SQL Server, PostgreSQL, or MySQL).

Physical Demands of Position

• Ability to lift, carry, push, pull or position items up to 50 pounds.

Benefits

• We offer comprehensive benefits including:
• Flexible Medical Health Plans, subsidizing the majority of costs for the employee, their spouse/domestic partner and children;
• The ability to select between a variety of medical plans according to what best suits the employee’s needs;
• Dental and vision plans;
• Disability benefits;
• Life insurance;
• Up to 12 weeks fully paid of Parental Leave;
• Flexible spending account options;
• Pre-tax commuter benefits (parking and transit);
• Fitness and entertainment discounts;
• A variety of support through our employee assistance program (EAP);
• 403(b) retirement plan with employer match starting at 4% after one year, with increases tied to DREAM tenure;
• Referral, performance, and tenure milestones bonuses;
• Discounted school meals through our in-house Scratch Food Program;
• Tuition reimbursement support (All FT Roles);
• Access to a professional development fund (NEST Roles);
• All full-time Network Support Team employees are eligible for approximately 48 days off throughout the year including holidays, sick days, personal days and summer Fridays.
• Benefits are subject to change.

Working Expectations

• Able to travel between campuses in East Harlem and the South Bronx.
• Able to work occasional after-hours for maintenance windows and incident response.
• 5 days a week in person, with some optionality for one remote day per week based on operational need and manager pre-approval.

Compensation

Our Commitment to Diversity, Equity, and Inclusion

At DREAM, diversity, equity, and inclusion are a matter of mission.

From our schools to our playing fields, DREAM is committed to building a team where each individual can bring their full identity and experience to work because representation matters—it enriches our team culture, enhances our ability to innovate, and strengthens our impact in and out of the classroom. DREAM engages staff that represent and appreciate the diversity of our majority Black and Hispanic student body, while working to ensure that our practices are equitable, welcoming, and productive. We are dedicated to creating a world where youth, especially youth of color, have permission to dream—along with the tools and opportunities to make their dreams reality.

Come dream with us

.

DREAM Maxims

All Kids Can. This Kid Can.

DREAM is Family.

Fun is a Serious Value.

Teamwork Makes the DREAM Work.

Fail. Persist. Exceed.

DREAM Big.

Applying to DREAM

We know applying for a new job can be a daunting process. In addition, studies have shown that historically underrepresented individuals often only apply to roles if they meet 100% of the qualifications. We encourage all applications! You may be just the person we need. If you have any questions about your application or interview process, do not hesitate to ask your recruiter; we are here to help!

DREAM provides reasonable accommodations for qualified individuals with disabilities in accordance with the Americans with Disabilities Act and applicable state and local laws. If accommodation is needed to participate in the job application or interview process, please contact your recruiter.

If you are a current DREAM employee, please

click here to review our Internal Selection Process

before applying.