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About the Role
The Senior Systems Administrator ensures DREAM’s technology infrastructure is secure, reliable, and scalable across four campuses. This role safeguards systems and student data, modernizes infrastructure management through automation and AI, and guides the organization through growth and technology transitions. The ideal candidate is mission-driven with broad expertise in networking, security, and systems.
Responsibilities
- Design, operate, and secure the multi-campus network, including firewalls, VPN, switching, and wireless.
- Maintain the organization’s security posture, including EDR, vulnerability and patch management, security monitoring, and incident response.
- Maintain monitoring and alerting for network and system health, and investigate outages with clear incident reports.
- Administer Active Directory, Google Workspace, and Okta, including SSO and provisioning.
- Operate virtualization, servers, and backup and disaster recovery, and manage macOS and Windows fleets through MDM.
- Administer Google Cloud (GCP) environments, including BigQuery, and use SQL to support integrations, reporting, and automation.
- Lead automation and AI projects from scoping to production.
- Coach IT staff and resolve escalated support requests.
- Plan sprints, manage vendors, document and communicate changes, and report status to leadership.
Requirements
- 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).
- K-12 or nonprofit experience, including familiarity with FERPA, NY Education Law 2-d, COPPA, and CIPA.
- Familiarity with ITIL or similar practices for change, incident, and problem management.
- Exposure to Q-SYS or similar AV control systems, such as Crestron or Extron.
- Relevant certifications, such as Network+, Security+, CCNA, PCNSA, or cloud certifications.
- Ability to lift, carry, push, pull or position items up to 50 pounds.
Skills
- Networking
- Security
- Systems Administration
- Firewalls
- VPN
- Switching
- Wireless
- EDR
- Vulnerability Management
- Incident Response
- SIEM
- Monitoring and Alerting
- Active Directory
- Google Workspace Admin
- Okta
- Virtualization
- Backup and Disaster Recovery
- MDM
- macOS Management
- Windows Management
- Google Cloud Platform (GCP)
- BigQuery
- SQL
- Automation
- AI
- Scripting (PowerShell, Python, Bash)
- Project Management
- Vendor Management
- Documentation
- Communication
- REST APIs
- AWS
- Azure
- ITIL
Location
- East Harlem
- South Bronx
Work Type
- Hybrid
- Occasional after-hours
- Travel between campuses
Experience Level
- Senior
- 5+ years of experience in IT and systems administration
- 3+ years of experience IT and systems administration
Education Level
- High School Diploma
- Associates Degree or higher
Salary/Compensations
- $105,000 to $115,000 per year
Benefits
- Flexible Medical Health Plans
- 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
- Employee assistance program (EAP)
- 403(b) retirement plan with employer match
- 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)
- Approximately 48 days off throughout the year including holidays, sick days, personal days and summer Fridays.
About the Company
- Founded in 1991 as Harlem RBI, DREAM serves over 2,500 youth across East Harlem and the South Bronx through PreK-12 schools and sports-based youth development programs.
- DREAM focuses on rigorous academics, social-emotional learning, family and community engagement, and health and wellness to create lifelong learners.
- The organization has an aggressive five-year plan to expand to serve 3,500 students across seven schools.
- DREAM is committed to building a team where each individual can bring their full identity and experience to work.
- DREAM engages staff that represent and appreciate the diversity of its majority Black and Hispanic student body.
- DREAM is dedicated to creating a world where youth, especially youth of color, have permission to dream and the tools to make their dreams reality.
Equal Opportunity
- DREAM provides reasonable accommodations for qualified individuals with disabilities in accordance with the Americans with Disabilities Act and applicable state and local laws.
- 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!