Contract It Systems Administrator Jobs in Raleigh, NC

About flyExclusive

flyExclusive is one of the fastest-growing private aviation companies in the country — and we are just getting started. We operate a modern, curated fleet and deliver a world-class experience to our customers, backed by a team that holds itself to the highest standards of safety, service, and operational excellence. From our roots in Kinston, North Carolina to our expanding Raleigh headquarters, we are building something the industry has not seen before.

Why flyExclusive?

As we continue to build a leading aviation brand, nothing is more critical to this mission than the talented professionals that make up flyExclusive. We’re more than just a private jet company. We go beyond the industry standard to create a uniquely detailed customer experience that is visible throughout all our departments, from our software design and fleet coordinator teams to our pilots and technicians. If you are looking for people who motivate others around them, and build relationships that create trust and open communication, you will find that here. The people at flyExclusive create a culture of positivity and aren't afraid to make decisions for the good of their team and the company.

If that sounds like you, come and work with us at flyExclusive! We offer competitive pay within the aviation industry, generous time off with flexible scheduling, a great benefits package including 401k matching, relocation assistance, and career growth opportunities!

Job Summary

The IT Systems Administrator is responsible for the day-to-day configuration, maintenance, and reliable operation of flyExclusive’s cloud platforms, servers, networks, and end-user systems, supporting approximately 678 employees across our Raleigh and Kinston, North Carolina locations. This role owns hands-on administration of the company’s Microsoft 365 environment — including identity, endpoint management, and messaging — alongside on-premises server and network infrastructure. The Systems Administrator monitors system health, enforces security policies, automates routine administration, and provides responsive escalation support across departments. Because flight operations run continuously, this position participates in a rotating after-hours on-call schedule and helps keep flyExclusive’s operations running safely and seamlessly in a fast-paced private aviation environment.

Key Responsibilities

• Serve as primary administrator for assigned infrastructure and cloud platforms, overseeing their configuration, maintenance, and performance
• Administer Microsoft 365 and Entra ID, including user and group lifecycle management, onboarding and offboarding, Conditional Access, and multi-factor authentication
• Manage endpoint configuration, compliance policies, and application deployment through Microsoft Intune across Windows and macOS devices
• Administer Exchange Online, including mail flow, distribution groups, shared mailboxes, and transport rules
• Proactively monitor, patch, and optimize systems to ensure maximum uptime and efficiency
• Develop and maintain PowerShell scripts to automate routine administration, bulk changes, and reporting
• Manage company-wide data backup and disaster recovery for both on-premises systems and the Microsoft 365 cloud environment — including Exchange Online, SharePoint Online, OneDrive, and Teams data — covering retention configuration, recovery point and recovery time objectives, and periodic restore testing
• Maintain and track an accurate inventory of hardware, software, and license assignments
• Ensure the integrity and security of systems and data, including access control, least-privilege review, and patch management
• Support information technology general control requirements, including periodic user access reviews, change documentation for privileged and production systems, and retention of evidence for internal and external audit
• Serve as a technical point of contact for hardware, software, and service vendors — opening and driving support cases, coordinating vendor-led troubleshooting and remediation, and validating fixes
• Provide escalation support to the IT Support team and collaborate on recurring issue resolution
• Participate in the rotating after-hours on-call schedule, providing continuous support coverage for time-critical operational issues
• Participate in research, evaluation, and rollout of new tools, platforms, and system strategies aligned with business needs
• Perform routine audits of systems and software to ensure compliance and optimal performance
• Maintain documentation for system processes, configurations, and standards
• Support technology deployment and standardization at company sites, including new office buildouts
• Drive self-initiated improvement efforts to streamline and enhance system functionality

Required Qualifications

• Associate’s degree in Information Technology, Computer Science, or a related field, or equivalent professional experience
• 3–5 years of hands-on systems administration experience in a production business environment
• Demonstrated experience administering Microsoft 365 and Entra ID (Azure AD), including Conditional Access, multi-factor authentication, and user lifecycle management
• Experience with endpoint management for Windows and macOS using Microsoft Intune or a comparable MDM platform
• Experience administering Exchange Online, including mail flow troubleshooting, distribution groups, and transport rules
• Proficiency with PowerShell for automation, bulk administration, and reporting
• Experience with endpoint security and software patching
• Willingness and ability to participate in a rotating after-hours on-call schedule, including responding to emergency issues within 30 minutes during assigned rotations
• Demonstrated ability to learn new systems and platforms independently
• Excellent problem-solving skills and a proactive approach to issue resolution

Preferred Qualifications

• Bachelor’s degree in Information Technology, Computer Science, or a related field
• Microsoft role-based certifications such as MS-102 (Microsoft 365 Administrator Expert), MD-102 (Endpoint Administrator Associate), SC-300 (Identity and Access Administrator Associate), or AZ-104 (Azure Administrator Associate)
• CompTIA Security+ or an equivalent security credential
• Hands-on experience administering Ubiquiti UniFi network appliances, including switching, wireless access points, and controller management
• Hands-on experience administering Fortinet appliances, including FortiGate firewall policy, VPN configuration, and firmware management
• Hands-on experience with AvePoint Cloud Backup for Microsoft 365, or a comparable third-party Microsoft 365 backup and recovery platform
• Experience supporting a multi-site organization of 500 or more employees

Key Skills

• Analytical Thinking: Strong problem-solving skills with the ability to assess issues quickly and implement effective solutions. 
• Technical Proficiency: In-depth knowledge of system administration, including installation, configuration, and maintenance of hardware and software. 
• Adaptability: Willingness and capability to learn new technologies and systems independently without being prompted. 
• Attention to Detail: High level of accuracy in managing configurations, updates, backups, and documentation. 
• Organizational Skills: Ability to manage multiple systems, projects, and priorities simultaneously. 
• Communication: Strong verbal and written communication skills to effectively support end-users and document processes. 
• Security Awareness: Knowledge of security best practices and ability to implement and maintain secure system environments. 
• Customer Service Orientation: Professional, courteous approach to assisting internal users and resolving technical issues. 
• Time Management: Ability to work independently with minimal supervision while meeting deadlines and maintaining service levels. 
• Team Collaboration: Willingness to work closely with other IT team members, including Support Technicians, Developers, and leadership. 
• Process Improvement: Proactive in identifying inefficiencies and suggesting improvements to current systems or procedures. 

Work Environment

• Primary schedule is Monday through Friday, 8:00 a.m. to 5:00 p.m., on site in Raleigh, NC. This is not a remote or hybrid position.
• Professional office environment. Staff work at open workstation pods and in private offices.
• Periodic work in equipment and server rooms, and at employee workstations throughout the office.
• After-hours support is provided on a rotating basis among available IT staff and covers nights, weekends, and holidays. Day-to-day after-hours volume is typically light.
• Employees scheduled for an on-call rotation are required to be reachable and to respond during that rotation.
• Because flight operations run 24 hours a day, emergency situations can occur at any time and require a response within 30 minutes. These events are infrequent, but time-critical issues must be addressed when they arise.

Dress Code

• Well-groomed appearance
• Adherence to department dress code

Travel

• Approximately 25% of regular travel between office sites

EEO Statement 

flyExclusive does not discriminate based on race, color, religion, sex (including pregnancy, sex stereotyping, gender identity, gender expression or transgender status), national origin, sexual orientation, physical or mental disability, age, protected genetic information, status as a parent, marital status, political affiliation, or retaliation based on prior protected EEO activity.