Security Systems Administrator

The Work-Life Group•Bethesda, MD

23d•$90,000 - $170,000•Onsite

About The Position

We are seeking a highly skilled IT Help Desk & Microsoft 365 Administrator to support a growing government contracting organization based in Bethesda, MD. This role is responsible for delivering Tier I–III technical support while administering and securing Microsoft 365 and SharePoint environments within a CMMC and ISO-compliant framework. The ideal candidate is comfortable supporting 50–300 end users, understands federal contractor compliance requirements, and can operate effectively in a secure, regulated IT environment.

Requirements

3–7+ years of IT Help Desk or Systems Administration experience
Hands-on experience administering Microsoft 365 and SharePoint Online
Experience supporting environments with 50–300 users
Working knowledge of:
CMMC requirements
NIST 800-171
ISO 27001 (or similar security framework)
Experience with Azure AD / Entra ID, MFA, and conditional access
Strong documentation and communication skills
Ability to work onsite in Bethesda, MD as needed

Nice To Haves

Proven experience architecting and deploying secure enclaves (e.g., GCC High, Azure Government) designed specifically for Controlled Unclassified Information (CUI) workloads.
Hands-on expertise implementing and managing technical controls (MFA, FIPS 140-2 encryption, and log retention) to meet NIST SP 800-171 and CMMC Level 2 requirements.
Experience managing the day-to-day operations of a Covered Contractor Information System (CCIS), including continuous monitoring, vulnerability remediation, and patch management.
Proficiency in developing and maintaining technical compliance artifacts, such as the System Security Plan (SSP) and Plan of Action and Milestones (POA&M)
CompTIA Security+, Network+, or similar certification
Microsoft certifications (MS-900, MS-102, SC-900, etc.)
Experience in a government contracting (GovCon) environment
Familiarity with eDiscovery, data loss prevention (DLP), and retention policies
Experience preparing for CMMC Level 2 assessment

Responsibilities

Provide Tier I–III help desk support for 50–300 employees (onsite and remote)
Troubleshoot hardware, software, network, and cloud-based systems
Manage onboarding/offboarding processes (account provisioning, permissions, device setup)
Support laptops, mobile devices, printers, and conference room technology
Maintain IT documentation and knowledge base resources
Administer Microsoft 365 environment (Exchange Online, Teams, OneDrive, SharePoint Online, Azure AD/Entra ID)
Manage user accounts, licensing, MFA, and conditional access policies
Configure and maintain SharePoint sites, permissions, workflows, and document libraries
Support collaboration tools and governance policies
Monitor system performance, security alerts, and service health
Support CMMC and ISO 27001 (or similar) compliance requirements
Assist with implementation and documentation of security controls
Maintain secure configurations aligned with NIST 800-171
Participate in internal audits and remediation activities
Support vulnerability management, patching, and endpoint protection
Enforce data protection, access control, and retention policies
Manage endpoint security tools and MDM (Intune preferred)
Support VPN, firewall, and basic networking troubleshooting
Maintain backups and disaster recovery procedures
Coordinate with third-party MSPs or security vendors as needed