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DevOps Engineer


Vail is a software engineering company that develops its own technology to produce innovative solutions for customers. We support the voice needs of Fortune 500 enterprise customers, including state-of-the-art IP telephony, IVR, call routing, contact center integrations, and cutting-edge real-time analytics, as well as other research initiatives. Vail Platform Operations implements, maintains, monitors, designs, and secures systems and voice platforms with the strong high-availability requirements of a carrier-grade hosting environment. As a DevOps Engineer you will work with software and systems engineers to evaluate, introduce, and operationalize container and orchestration tools for our carrier-grade platform. 



  • Work collaboratively with software and systems engineers to deploy, operate, and troubleshoot systems that are part of a 24x7 carrier-grade voice platform with soft real-time and low latency requirements.
  • Help automate and streamline operations and processes. Build and maintain tools for deployment, monitoring, log management, and other operations.
  • Evaluate, introduce, and operationalize container and orchestration tools for our carrier-grade platform.
  • Operationalize new application and platform components, infrastructure, and critical systems.
  • Participate on project teams in designing and delivering solutions.
  • Develop migration strategies when switching to new technologies.
  • Create and maintain systems documentation and procedures.
  • Troubleshoot issues on 24x7 carrier-grade voice platforms, sometimes in customer facing situations.
  • Maintain compliance with security standards such as PCI and HIPAA.



  • Bachelor’s degree in Computer Engineering, Computer Science or a related field.
  • 7+ years experience in Linux/unix system administration.
  • Proven responsibility for managing mid- to large-sized server environments with strong high-availability requirements.
  • Strong analytical and troubleshooting skills.
  • Experience with configuration management using SaltStack, Puppet, Chef, or an equivalent. SaltStack experience preferred.
  • Scripting experience in Shell (bash, zsh, etc.) as well as in Python or Perl.
  • Familiar and experienced with monitoring, logging, and orchestration solutions for cloud native architectures, such as Prometheus, ELK, and Kubernetes.
  • Technical understanding of virtualization and container architectures.
  • Experience with Docker required.
  • Experience with cloud services, AWS preferred.
  • Experience with continuous integration solutions, such as Jenkins.
  • Expert-level knowledge in multiple areas of systems engineering and administration.
  • Possess an in-depth knowledge of a wide variety of open source technologies.
  • Knowledge of best practices and IT operations for carrier-grade, highly-available services.



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Technology we use

  • Engineering
    • C#Languages
    • C++Languages
    • GolangLanguages
    • JavaLanguages
    • JavascriptLanguages
    • PerlLanguages
    • PythonLanguages
    • RLanguages
    • RubyLanguages
    • SqlLanguages
    • jQueryLibraries
    • ReactLibraries
    • ReduxLibraries
    • AngularJSFrameworks
    • DjangoFrameworks
    • Node.jsFrameworks
    • Ruby on RailsFrameworks
    • SpringFrameworks
    • TensorFlowFrameworks
    • CassandraDatabases
    • Microsoft SQL ServerDatabases
    • MongoDBDatabases
    • MySQLDatabases
    • PostgreSQLDatabases


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

Partners with Nonprofits
We partner with the Seneca Foundation and Chicago Public Schools to educate Black and Latinx recent Chicagoland high school graduates with paid software development training opportunities.
Friends outside of work
Eat lunch together
Daily stand up
Open door policy
Team owned deliverables
Group brainstorming sessions
Pair programming
Open office floor plan
Unconscious bias training
We provide training to all employees who participate in our interview process on unconscious biases and interview best practices.
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
Mental Health Benefits
Access to an EAP
Retirement & Stock Options Benefits
401(K) Matching
Performance Bonus
Child Care & Parental Leave Benefits
Generous Parental Leave
We provide up to 12 weeks of parental leave for the primary caretaker and 2 weeks of leave for the secondary caretaker.
Flexible Work Schedule
Family Medical Leave
Vacation & Time Off Benefits
Generous PTO
Paid Holidays
Paid Sick Days
Perks & Discounts
Casual Dress
Commuter Benefits
Company Outings
Stocked Kitchen
Recreational Clubs
Vail Systems sponsors a summer softball league and triathlon team.
Relocation Assistance
Professional Development Benefits
Job Training & Conferences
Lunch and learns
Cross functional training encouraged
Promote from within
Online course subscriptions available
Customized development tracks
Paid industry certifications

Additional Perks + Benefits

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

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