About flyExclusiveflyExclusive 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 SummaryThe 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 ResponsibilitiesServe as primary administrator for assigned infrastructure and cloud platforms, overseeing their configuration, maintenance, and performanceAdminister Microsoft 365 and Entra ID, including user and group lifecycle management, onboarding and offboarding, Conditional Access, and multi-factor authenticationManage endpoint configuration, compliance policies, and application deployment through Microsoft Intune across Windows and macOS devicesAdminister Exchange Online, including mail flow, distribution groups, shared mailboxes, and transport rulesProactively monitor, patch, and optimize systems to ensure maximum uptime and efficiencyDevelop and maintain PowerShell scripts to automate routine administration, bulk changes, and reportingManage 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 testingMaintain and track an accurate inventory of hardware, software, and license assignmentsEnsure the integrity and security of systems and data, including access control, least-privilege review, and patch managementSupport 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 auditInstall, configure, and troubleshoot hardware and software for servers, workstations, conference room systems, and business applicationsServe 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 fixesProvide escalation support to the IT Support team and collaborate on recurring issue resolutionParticipate in the rotating after-hours on-call schedule, providing continuous support coverage for time-critical operational issuesParticipate in research, evaluation, and rollout of new tools, platforms, and system strategies aligned with business needsPerform routine audits of systems and software to ensure compliance and optimal performanceMaintain documentation for system processes, configurations, and standardsSupport technology deployment and standardization at company sites, including new office buildoutsDrive self-initiated improvement efforts to streamline and enhance system functionalityRequired QualificationsAssociate’s degree in Information Technology, Computer Science, or a related field, or equivalent professional experience3–5 years of hands-on systems administration experience in a production business environmentDemonstrated experience administering Microsoft 365 and Entra ID (Azure AD), including Conditional Access, multi-factor authentication, and user lifecycle managementExperience with endpoint management for Windows and macOS using Microsoft Intune or a comparable MDM platformExperience administering Exchange Online, including mail flow troubleshooting, distribution groups, and transport rulesProficiency with PowerShell for automation, bulk administration, and reportingWorking knowledge of Windows Server, virtualization, and core networking concepts (DNS, DHCP, VLANs, VPN)Experience with backup and disaster recovery for both on-premises systems and Microsoft 365 cloud data, including restoring mailboxes, SharePoint Online and OneDrive content, and Teams dataExperience with endpoint security and software patchingWillingness and ability to participate in a rotating after-hours on-call schedule, including responding to emergency issues within 30 minutes during assigned rotationsDemonstrated ability to learn new systems and platforms independentlyExcellent problem-solving skills and a proactive approach to issue resolutionPreferred QualificationsBachelor’s degree in Information Technology, Computer Science, or a related fieldMicrosoft 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 credentialHands-on experience administering Ubiquiti UniFi network appliances, including switching, wireless access points, and controller managementHands-on experience administering Fortinet appliances, including FortiGate firewall policy, VPN configuration, and firmware managementHands-on experience with AvePoint Cloud Backup for Microsoft 365, or a comparable third-party Microsoft 365 backup and recovery platformExperience supporting a multi-site organization of 500 or more employeesExperience with Microsoft Teams Rooms or conference room audio/visual systemsFamiliarity with automation beyond PowerShell (e.g., Microsoft Graph API, Python)Prior experience in aviation or another safety- and service-driven industryKey SkillsAnalytical 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 EnvironmentPrimary 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 CodeWell-groomed appearanceAdherence to department dress codeTravelApproximately 25% of regular travel between office sitesEEO StatementflyExclusive 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.