Systems Administrator

Since its inception, The Parking Spot has made superior airport parking experiences easy and affordable by focusing on hospitality. Now with more than 25 years in business, The Parking Spot has cemented itself as the leading near-airport Parking Company with 40 locations at 28 airports, over 2,000 employees nationwide and 2 incredibly strong brands – The Parking Spot and Park ‘N Fly by The Parking Spot.

What makes working at The Parking Spot so special? We have created a culture of support, fun, and camaraderie that allows us to be the most innovative company in the parking industry. As a nationwide business with a small business feel, there are endless opportunities within The Parking Spot to grow your career. Come join us and see how we leverage people and technology to deliver a superior product, outshine our competition, and find creative and innovative solutions to everyday problems. 

What we offer:

• Hybrid work environment
• Career development and growth opportunities
• Ability to gain exposure to all areas of the business
• Great benefits including Medical, Vision, Dental and a 401k plan
• Team oriented, fun and friendly work environment
• Immediate opportunity to make a large impact

Our offices are based in the heart of the Loop in downtown Chicago, but we are pleased to note that our Chicago office is operating on a hybrid work model (mix of in-office and remote work).

Position Summary:

The Systems Administrator is responsible for configuring, deploying, documenting, and supporting end-user technologies such as computer workstations, iOS devices, Windows application servers, camera/DVR systems and office hardware as part of the IT Infrastructure Team. This role will setup, install, and support proprietary technology developed by The Parking Spot including revenue control systems and other operational technologies.  As a Systems Administrator, you will provide strict attention to detail to ensure all steps are followed and work through complications to help improve the process.  Successful candidates should clearly communicate project status and technical solutions in a customer-friendly and professional manner.

Key Responsibilities:

• Provide world-class technical support to end users on a wide variety of issues & platforms/systems including Windows 10, Microsoft Office 365, Zoom, web browsing, and all other end user applications.
• Support existing installations of revenue control hardware, software, and LAN network as well as all end-user technologies.
• Provide support for conferencing systems and VoIP telephone systems and applications.
• Develop & maintain policies, procedures, and documentation for employees and other IT staff.
• Interface with end-users at all levels as well as vendors and 3rd party support.
• Manage PC configurations, remote management, policy assignment and security updates.
• Develop new systems, processes and features relating to end-user technology.
• Maintain and develop documentation, FAQ’s, etc.
• Perform revenue control software and hardware updates at TPS facilities.
• Manage setup, configuration, deployment and troubleshooting of iOS devices (iPhones, iPads, iPods).
• Manage delivery, set up, and configuration of end-user PC desktop hardware, software, and peripherals. 
• Be a part of the on-call 24/7 support team.
• 20 - 30% travel is required.

Knowledge, Skills & Experience Required:

• Strong attention to detail & excellent customer service skills.
• Excellent interpersonal and strong problem analysis and resolution skills.
• Excellent oral and written communication skills.
• Experience managing a helpdesk ticketing system (SysAid preferred).
• Experience with Active Directory administration.
• Experience with mobile device administration and VoIP administration.
• Experience supporting an environment with remote assistance.
• Experience installing, configuring, and maintaining Active Directory, Windows 10, Microsoft Office 365, Windows Server 2016/2019, Virtualization, MS System Center (SCCM, SCOM & VMM), iOS devices management, SQL Server, and other applications.
• Bachelor’s degree in Computer Science-related concentration preferred; commensurate work experience may be a substitute.

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At The Parking Spot, we don’t just accept difference - we celebrate and seek it. We believe a diverse, inclusive, and equitable company is one where all employees, partners, and customers are welcome, supported, and valued. As a company in the travel industry, we witness the power of bringing individuals from different backgrounds and communities together. We treat all others with dignity and respect and stand firmly against racism and discrimination in any form. We intentionally develop diverse teams and relationships to ensure all voices are heard and to foster equal opportunity for all. We are committed to listening, learning, and growing because we know that our work is never done.