Vail Systems · 1 month ago
Windows System Administrator II
Greater Chicago Area
Full-time
Hybrid
Mid Level
$88K/yr - $124K/yr
3+ years expVail Systems Inc. is seeking a Windows Administrator to manage system administrations and maintain Windows-based servers and applications. The role involves troubleshooting system issues, administering Active Directory, and ensuring system security compliance through timely updates and patches.
Customer ServiceEnterpriseService Industry
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
Qualification
Required
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
Preferred
Bachelor's degree in Computer Science, IT, Information Systems, or related field
Familiarity with patch management and security tools
Familiarity with standard networking concepts (TCP/IP, Windows Networking, VPN, Firewalls)
Knowledge of cloud access management solution Microsoft Entra ID (formerly Azure Active Directory)
Experience with scripting tools (e.g. PowerShell, etc.)
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
Company
Vail Systems
Vail Systems develops, hosts, and licenses customer care and conferencing solutions for service providers and enterprises.
51-200 employees
H1B Sponsorship
Vail Systems has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (8)
2024 (4)
2023 (6)
2022 (8)
2021 (10)
2020 (6)
Funding
Current Stage
Growth StageLeadership Team
J
Jim Whiteley
CEO and Chairman
B
Beth McGinnis
VP
Recent News
2025-02-16
2025-02-16
2025-02-16
Company data provided by crunchbase