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Systems Administrator II



Chicago, IL, USA
Posted on Friday, November 10, 2023

About The Opportunity
We’re all about connecting hungry diners with our network of over 300,000 restaurants nationwide. Innovative technology, user-friendly platforms and streamlined delivery capabilities set us apart and make us an industry leader in the world of online food ordering. When you join our team, you become part of a community that works together to innovate, solve problems, grow, work hard and have a ton of fun in the process!

Why Work For Us

Grubhub is a place where authentically fun culture meets innovation and teamwork. We believe in empowering people and opening doors for new opportunities. If you’re looking for a place that values strong relationships, embraces diverse ideas–all while having fun together–Grubhub is the place for you!

We have a fast-paced environment and that is what our teams thrive on. Grubhub believes in empowering people and offering opportunities for development, as well as professional growth. We value strong, positive relationships in all areas: with each other, our customers and our greater community. Want to be a part of a team of diverse collaborators in an authentically fun culture? If so, we want to talk to you - and hear what’s your favorite restaurant for food delivery!

We are looking for a Systems Administrator II who has experience in networking and system administration. Our team is responsible for maintaining the current systems and network infrastructure supporting our existing multi-site topology, and is involved in our expansion to new locations and cloud providers. We deliver excellent customer service, outstanding employee experience and leading edge technology solutions for approximately 7,000 users across multiple office locations.

The Impact You Will Make

  • Install and configure server software and hardware

  • Manage network servers and technology tools

  • Set up accounts and workstations

  • Monitor performance and maintain systems according to requirements

  • Troubleshoot issues and outages

  • Ensure security and business continuity through access controls, backups and security management

  • Upgrade systems with new releases and models

  • Manage an internal wiki with technical documentation, manuals and IT policies

  • Assist with day-to-day administrative activities to maintain infrastructure systems: cloud infrastructure, cloud applications, hyper-converged, server platforms and infrastructure security.

  • Interact with employees to understand the way they perform work, and seek creative ways to improve our workflows with technology.

  • Work with members in various offices to ensure that systems, infrastructure and applications are managed efficiently

  • Contribute to improving internal tools to make maintaining production services easier, safer and more robust.

  • Work with the team to identify opportunities to improve processes and engineering models

What You Bring to the Table

  • Bachelor's Degree from an accredited college or university or equivalent work experience.

  • 3+ years managing infrastructure systems in a corporate environment.

  • Strong knowledge and experience with Windows Server 2019-2022 (including core installations) in an Enterprise environment.

  • Experience with various Linux distributions (CentOS and Ubuntu preferred).

  • Ability to create PowerShell and other scripts to improve management.

  • Technical writing, documentation, clear communication skills

  • Virtualization concepts, and storage technologies that often support it (VMware, AHV, vMotion, NetApp and Dell EMC).

  • Knowledge of Network protocols and routing and troubleshooting utilizing various capture and analysis tools.

  • Knowledge of wireless technologies, spectrum analysis, encryption, and authentication.

  • Knowledge of TCP/IP, IPSec VPN tunnel configuration and troubleshooting (IKE1/IKE2), SNMP.

  • Understanding of distributed systems.

  • Track record of sound judgment, problem-solving, decision making, organizational and analytical skills.

  • Ability to collaborate and communicate with all levels of the organization, from peers to management and executives.

  • Experience working with virtual/remote staff members.

And Of Course, Perks!

  • PTO. Grubhub employees enjoy a generous amount of time to recharge.

  • Health and Wellness. Excellent medical, dental and vision benefits, 401k matching, employee network groups and paid parental leave are just a few of our programs to support your overall well-being.

  • Compensation. You'll receive a great compensation package with eligibility for generous incentives, bonuses, commission, or RSUs (role-specific).

  • Free Meals. Our employees get a weekly Grubhub credit to enjoy and support local restaurants.

  • Social Impact. At Grubhub we believe in giving back through programs like the Grubhub Community Fund. Employees are also given paid time off each year to support the causes that are important to them.

Grubhub is an equal opportunity employer. We welcome diversity and encourage a workplace that is just as diverse as the customers we serve. We evaluate qualified applicants without regard to race, color, religion, age, sex, sexual orientation, gender identity, national origin, disability, veteran status, and other legally protected characteristics. If you’re applying for a job in the U.S. and need a reasonable accommodation for any part of the employment process, please send an email to and let us know the nature of your request and contact information. Please note that only those inquiries concerning a request for reasonable accommodation will be responded to from this email address.

If you are a resident of the State of California and would like a copy of our CA privacy notice, please email