System Administrator II - Network

Flyover in Chicago; Chicago (IL); Hybrid; USD 80,000 - 90,000; Full time

Benefits offered by this job

Extended Benefits

Job summary

Flyover in Chicago is seeking a System Administrator II - Network to own our LAN/WAN, firewall, VPN, and wireless across multiple sites. You will design, configure, and monitor connectivity, while serving as the network SME and documenting standards.

This role blends on-site work in Chicago, with occasional Las Vegas, NV and up to four hours per week of hands-on Level 1 IT tasks; extended benefits are provided.

Qualifications

• Bachelor's degree in Computer Science, Information Systems, or a related field, or equivalent practical experience.
• 5+ years in network administration or engineering, including time owning a multi-site network end to end.
• Experience with enterprise switching and routing (VLANs, OSPF/BGP or static routing, QoS).
• Experience with firewall administration (Palo Alto, Fortinet, Cisco ASA, or similar) and VPN configuration.

Responsibilities

• 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.

Skills

TCP/IP fundamentals

Routing & Switching

DNS & DHCP

Network security configuration

Wireless design

Troubleshooting under time pressure

Customer service mindset

Hands-on Level 1 IT tasks

Education

Bachelor's degree in Computer Science/Information Systems or related field

Tools

Palo Alto

Fortinet

Cisco ASA

Meraki

Aruba

Azure

AWS

Job 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 :

• $80,000-$90,000USD/annually


• Extended Benefits

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.