Windows System Administrator II

Vail Systems•Greater Chicago Area, IL

2d•Hybrid

About The Position

Vail Systems is seeking a Windows Administrator familiar with managing system administrations. As a Windows Administrator, you will be expected to monitor, maintain, and upgrade windows-based servers and applications on the network. You would be responsible for third party software and applications for internal communication and troubleshooting issues that may occur with firewalls. This role is individually focused and supported by a team, as you will collaborate with other technical IT employees to accomplish project deliverables. The ideal candidate will have a strong information technology/systems background to successfully maintain Windows infrastructure and operating system. The candidate will have knowledge of troubleshooting, security patching, networking, end-point security, scripting, computer science, and datacenters. Additionally, the candidate will be self-motivated, dependable, and detail oriented.

Requirements

3-5 years of experience in a systems administration role.
Experience with troubleshooting.
Excellent verbal and written communication skills.
Proficiency with Windows server set up, maintenance, and deployment.
Knowledge of Windows system and components.

Nice To Haves

Bachelor’s degree in Computer Science, IT, Information Systems, or related field, preferred.
Familiarity with patch management and security tools, preferred.
Familiarity with standard networking concepts (TCP/IP, Windows Networking, VPN, Firewalls), preferred.
Knowledge of cloud access management solution Microsoft Entra ID (formerly Azure Active Directory), preferred.
Experience with scripting tools (e.g. PowerShell, etc.), preferred.

Responsibilities

Install, configure, and maintain Windows Server operating systems and related software.
Troubleshoot and resolve system issues, including performance bottlenecks, system failures, and security vulnerabilities.
Administer Active Directory, Group Policy, and other critical server roles and services.
Troubleshoot and resolve issues submitted through Jira ticketing system.
Attend and provide status updates in weekly meetings.
Respond to all incoming emails and Jira submissions.
Administer third-party software, such as O365, Sophos, Mimecast, and Veeam.
Ensure timely installation of patches and updates to maintain system security and compliance standards, utilizing tools such as BigFix and WSUS.
Administer Microsoft Entra ID (formerly Azure Active Directory).
Document and update wiki pages with solutions identified from ticket requests.
After-hours deployments and maintenance as required.

Benefits

Multiple medical, dental, and vision plan options
Company-paid life insurance, short and long-term disability
401(k) savings plan with company match (50% on first 6% of employee contribution)
35 days total annual PTO
Annual Bonus Program
Paid maternity and paternity leave
Relocation allowance
Employee referral bonus
Gym membership
Technical and Professional Development stipend