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IT Systems Administrator

| Chicago

IT Systems Administrator

Vail Systems Company Profile

The human voice is capable of conveying nuances and meaning that just can't be expressed through clicks and text messages. And for that reason, voice interactions have always had a special power to shape our perceptions and experiences. At Vail, we believe in the unique power of voice interactions to create more expressive, more intimate, and more efficient interpersonal interactions. Our experts work with Fortune 500 companies to help them serve their customers more efficiently and effectively through the use of various voice technologies. From basic network services, to state-of-the-art IP telephony, to cutting edge real-time analytics, Vail technology makes millions of voice interactions better every day.

IT Systems Administrator

We'd like to add an IT Systems Administrator to our team and we'd like to know if you think you fit the bill. You will if you:

  • Enjoy working in fast paced IT field servicing multiple operating systems
  • Have the ability to troubleshoot effectively
  • Have the ability to work in a fast-paced environment
  • Enjoy working with end-users to solve their problems
  • Have excellent communication skills

What you can expect to be doing:

On any given day you will be configuring new Microsoft Windows and Apple Mac computers for users. Helping end users with various issues that may arise with their computers. Performing upgrades to hardware and software. Troubleshooting software and hardware issues as well various other tasks related to the computing infrastructure, again in both user and server environments.

What we need from you:

  • Bachelor's degree in MIS, IT, or related field experience
  • Experience managing Microsoft Windows Server Operating systems is a plus
  • Previous Helpdesk management or holding a team lead position is a plus
  • Experience writing knowledge base articles in a Wiki based system such as Confluence
  • Experience with ticketing systems such as JIRA
  • Adept at operating system installations on both Windows and Mac platforms, automated installations a plus
  • Experience with Macintosh, Windows, Linux, Android, and iOS
  • Provide advanced support for multiple enterprise applications including: e-mail, calendar scheduling, word processing, spreadsheets, presentations, Internet browsers, as well as specialized department-specific applications
  • Possess strong documentation skills and a desire to use them
  • Great interpersonal skills
  • A desire to learn about new technologies

Ideally you would be able to demonstrate:

  • Provide technical support to company employees
  • Troubleshoot problems on multiple OS platforms
  • Familiar with standard networking concepts (TCP/IP, Windows Networking, VPN)
  • Remotely troubleshoot local and networked printers, including multi-functional copiers
  • Open, track and close all service requests, as well as manage the classification, assignment, tracking, and timely completion of requests
  • Identify and implement innovative solutions to resolve end user issues
  • Experienced supporting Microsoft Office suite of applications such as Word, Excel and PowerPoint
  • Experience utilizing spreadsheet software to develop formulas, complete calculations across multiple worksheets, and use functions is preferred
  • Mobile support experience for iOS, Android, and MDM solutions
Read Full Job Description

Technology we use

  • Engineering
    • C#Languages
    • C++Languages
    • JavaLanguages
    • JavascriptLanguages
    • PerlLanguages
    • PythonLanguages
    • RubyLanguages
    • AngularJSFrameworks
    • DjangoFrameworks
    • Node.jsFrameworks
    • Ruby on RailsFrameworks
    • SpringFrameworks
    • Microsoft SQL ServerDatabases
    • MongoDBDatabases
    • MySQLDatabases


We are located on the Chicago River, next to Ogilvie and Union Station for easy commuting and there are hundreds of restaurants to choose from.

What are Vail Systems, Inc. Perks + Benefits

Friends outside of work
Eat lunch together
Daily stand up
Open door policy
Group brainstorming sessions
Open office floor plan
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Wellness Programs
Onsite Gym
Team workouts
Acme Co.'s team fitness initiatives include Sponsored race teams.
Retirement & Stock Options Benefits
401(K) Matching
Performance Bonus
Child Care & Parental Leave Benefits
Flexible Work Schedule
Vacation & Time Off Benefits
Generous PTO
Paid Holidays
Paid Sick Days
Employees receive 40 hours per year of paid sick leave.
Perks & Discounts
Casual Dress
Commuter Benefits
Company Outings
Stocked Kitchen
Recreational Clubs
Vail Systems sponsors a summer softball league and triathlon team.
Relocation Assistance
Our relocation assistance plan offers a maximum reimbursement of $1000.
Professional Development Benefits
Job Training & Conferences
Lunch and learns
Promote from within

Additional Perks + Benefits

Employee Referral Bonuses. Gym Memberships. Collaborative Work Space. Competitive Pay.

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