Senior Systems Administrator

The Senior Systems Administrator will own the reliability, security, and performance of critical IT infrastructure across Microsoft 365, cloud, on-premises, endpoint, identity, and collaboration platforms. This role is ideal for a hands-on infrastructure professional who can operate independently, solve complex technical issues, improve system resiliency, and help mature IT operations in a secure, compliance-focused environment.

The Senior Systems Administrator will support both daily operations and strategic infrastructure initiatives, including Microsoft GCC High and Commercial environments, Windows/Linux server administration, Azure and AWS services, endpoint support, automation, patching, monitoring, backups, incident response, documentation, and service management.

This individual will also serve as a technical escalation point and mentor for other IT team members.

Systems, Infrastructure, and Platform Administration

• Administer, maintain, and optimize Windows, Linux, and macOS systems across endpoint, server, and cloud-hosted environments.
• Manage on-premises and cloud-based servers, including provisioning, configuration, patching, monitoring, backup validation, lifecycle management, and decommissioning.
• Support Microsoft 365 environments, including Microsoft GCC High and Microsoft Commercial tenants, with a focus on availability, security, identity, access, and user productivity.
• Administer core infrastructure services such as Active Directory, Entra ID/Azure AD, DNS, DHCP, Group Policy, file services, print services, certificates, and related enterprise services.
• Support Azure and AWS infrastructure, including virtual machines, storage, networking, access controls, monitoring, and cost-conscious operational practices.
• Maintain and improve system monitoring, alerting, logging, capacity planning, and performance management across business-critical infrastructure.

Security, Compliance, and Reliability

• Implement and maintain secure configuration baselines, patching standards, vulnerability remediation processes, and access control practices.
• Support security and compliance requirements for controlled or sensitive environments, including Microsoft GCC High, privileged access, audit logging, evidence collection, and change control.
• Participate in incident response, root-cause analysis, corrective action planning, and post-incident improvement activities.
• Ensure backup jobs, restore procedures, disaster recovery plans, and business continuity processes are documented, tested, and improved over time.
• Partner with security, engineering, and business stakeholders to reduce operational risk while maintaining usability and system performance.

Service Management, Support, and Documentation

• Serve as a senior escalation point for complex infrastructure, endpoint, identity, cloud, and application issues.
• Manage incidents, service requests, changes, and problem records using Jira and Jira Service Management.
• Create and maintain technical documentation, standard operating procedures, runbooks, diagrams, and knowledge-base articles in Confluence.
• Track infrastructure projects, operational tasks, and cross-functional work using tools such as Smartsheet, Jira, and Confluence.
• Communicate clearly with technical and non-technical stakeholders regarding outages, maintenance windows, risks, project status, and recommended solutions.

Application and Engineering Tool Support

• Support enterprise tools and infrastructure integrations, including Adobe Acrobat, SolidWorks PDM, GitLab, GitHub, and Jenkins Build Server where applicable.
• Assist with access management, server dependencies, certificate renewals, integrations, storage needs, backups, and troubleshooting for engineering and business applications.
• Collaborate with software, engineering, and DevOps teams to support build infrastructure, source control access, and deployment-related system dependencies.

Continuous Improvement and Technical Leadership

• Identify opportunities to automate repetitive administration tasks using PowerShell, scripting, configuration management, or workflow automation.
• Lead or support infrastructure modernization projects, migrations, upgrades, hardening initiatives, and service improvements.
• Mentor junior administrators and service desk personnel by sharing knowledge, reviewing work, and promoting operational best practices.
• Evaluate new technologies, tools, and processes that improve reliability, security, supportability, and user experience.
• Participate in scheduled maintenance, after-hours support, and on-call escalation as needed.

• 7+ years of hands-on systems administration, infrastructure operations, or related IT experience.
• 3+ years of experience operating in a senior, lead, escalation, or infrastructure-owner capacity.
• Strong experience administering Windows Server, Active Directory, Group Policy, DNS, DHCP, file services, and enterprise identity services.
• Experience administering Linux servers and supporting mixed operating system environments, including Windows, macOS, and Linux.
• Experience supporting Microsoft 365 administration, preferably including Exchange Online, SharePoint, Teams, OneDrive, Entra ID, conditional access, and security/compliance features.
• Experience supporting cloud infrastructure in Azure and/or AWS.
• Experience administering, patching, monitoring, and troubleshooting on-premises and cloud-hosted servers.
• Working knowledge of endpoint management, system hardening, vulnerability remediation, backup operations, and disaster recovery concepts.
• Experience using IT service management and documentation tools, such as Jira, Jira Service Management, and Confluence.
• Ability to troubleshoot complex technical issues across infrastructure, identity, networking, endpoints, applications, and cloud services.
• Strong written and verbal communication skills, including the ability to document technical processes and communicate clearly with business users.
• Ability to work independently, prioritize competing requests, and operate effectively in a secure, fast-moving technical environment.

• Experience administering Microsoft GCC High environments.
• Experience with Microsoft Intune, Autopilot, Defender, Purview, Exchange Online Protection, or Microsoft security/compliance tooling.
• Experience with CMMC, NIST 800-171, ITAR/EAR-controlled environments, or other regulated infrastructure environments.
• Microsoft, AWS, Azure, Linux, VMware, CompTIA Security+, CISSP, ITIL, or related certifications.
• Experience with automation or scripting using PowerShell, Python, Bash, or similar tools.
• Experience supporting Jenkins Build Server, GitLab, GitHub, or CI/CD infrastructure.
• Experience supporting SolidWorks PDM or engineering application infrastructure.
• Experience with endpoint management for Windows and macOS environments.
• Experience with infrastructure monitoring, logging, and alerting tools.
• Experience with backup platforms, disaster recovery testing, and business continuity planning.
• Experience with Smartsheet or similar project/work management platforms.
• Experience mentoring junior team members or improving service desk escalation process.

• Must be able to walk, stand, and navigate large indoor and outdoor facilities for extended periods of time.
• Ability to lift, carry, and move materials and equipment weighing up to 25 lbs on a regular basis.
• Use of personal protective equipment (PPE) may be required in designated areas or when performing specific tasks, in accordance with safety protocols and company policy.
• May be required to climb ladders, stoop, kneel, or crouch during inspections, maintenance walk-throughs, or emergency response situations.
• Regular exposure to facility operations including noise, dust, temperature fluctuations, and industrial equipment.
• Occasional off-hours or weekend work required for emergency facility responses or projects as needed
• Requires frequent use of a computer and other standard office equipment for documentation, communication, and coordination tasks.

Background Check

This position will require successfully completing a post-offer background check. Qualified candidates with a criminal history will be considered and are not automatically disqualified, consistent with federal and state law.

EEO and ITAR/EAR Work Authorization Disclosure

Red Cat Holdings provides equal employment opportunities (EEO) to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This position requires direct or indirect access to hardware, software, technology or technical data controlled under the International Traffic in Arms Regulations (ITAR) and the Export Administration Regulations (EAR). Successful candidates for positions subject to ITAR/EAR restrictions must provide proof of U.S. Citizenship or Permanent Residence and must not require sponsorship for export-restricted work authorization.

E-Verify

The company participates E-Verify ensure eligibility for employment and compliance with Right to Work rules.