Flyover in Chicago

Compensation

Full Description

About the role The System Administrator II - Network owns our network and connectivity infrastructure end to end across sites, from core switching and routing to wireless, firewalls, and VPN. This role is the network subject matter expert on the IT team and keeps our locations reliably connected, secure, and performant, working closely with the IT Director and site teams. As the IT team member based at this location, the role also handles occasional Level 1 IT tasks that need to be done in person (no more than about four hours per week) and works a hybrid schedule, with on-site attendance expected when required. This role is posted in Chicago, IL or Las Vegas, NV. Early priorities include documenting the current network, closing security gaps, and standardizing configuration across sites. Compensation: 105kUSD/annually Extended Benefits Short Term Incentive Program What you'll do Design, configure, and maintain LAN/WAN, switching, and routing across multiple sites, including VLANs, inter-site connectivity, and performance monitoring Administer firewalls, VPNs, and network security controls: rules, segmentation, and secure remote access Deploy and manage enterprise wireless (controllers, access points, SSIDs, coverage and capacity planning) Monitor network health and availability, set up alerting, and respond to incidents, outages, and performance issues Maintain network documentation, diagrams, IP address management, and change records Partner with vendors and ISPs on circuits, escalations, and hardware, and manage refresh and capacity planning Serve as the network SME within the IT team: define standards, share knowledge with peers, and evaluate new technologies as the environment evolves As the IT team member on site at this location, handle Level 1 tasks that need to be done in person (hardware setup and swaps, printer and peripheral issues, hands-on troubleshooting), up to about 4 hours per week; remote support is handled by the broader IT team Other duties as assigned Qualifications Strong network fundamentals: TCP/IP, routing, switching, DNS, DHCP, subnetting Firewall, VPN, and network security configuration and troubleshooting Wireless design, deployment, and optimization Able to diagnose complex connectivity and performance issues, including under time pressure Self-directed: comfortable owning a domain and setting priorities with minimal oversight while collaborating across a cross-functional IT team Comfortable handling occasional hands-on Level 1 IT tasks, such as desktop, printer, and peripheral troubleshooting, with a customer service mindset Education & Experience EDUCATION: Bachelor’s degree in Computer Science, Information Systems, or a related field, or equivalent practical experience IDEAL EXPERIENCE: You won’t need every item on this list. If you meet most of it, we encourage you to apply. 5+ years in network administration or engineering, including time owning a multi-site network end to end Hands-on with enterprise switching and routing (VLANs, OSPF/BGP or static routing, QoS) Firewall administration (Palo Alto, Fortinet, Cisco ASA, or similar) and VPN configuration Enterprise wireless design and administration; network monitoring tools and structured troubleshooting Preferred: SD-WAN; Meraki or Aruba; cloud networking (Azure/AWS); scripting/automation; CCNA/CCNP or equivalent; small-team background wearing multiple hats Welcoming All Applicants At Flyover, we value a strong team built on respect and professionalism. We seek individuals who bring talent, enthusiasm, and a commitment to great guest experiences. Our hiring decisions are based on skills and qualifications, as well as alignment with our mission and values. We evaluate qualified applicants without regard to race, color, age, religion, gender, sexual orientation, disability, veteran status, and other protected characteristics. To handle this job successfully, any person hired must be able to perform each task effectively. We welcome all applicants and are happy to provide accommodation upon request. Thank you for your interest in this opportunity. To ensure a smooth process, we kindly request that candidates refrain from calling about the status of their application. Only those selected for an interview will be contacted. We appreciate your understanding.