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Remote Windows Server Jobs in Chicago, IL (NOW HIRING)

Site Reliability Engineer

Chicago, IL · On-site +1

$100K - $120K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Windows and SQL-server troubleshooting skills preferred * Knowledge of Continuous Integration and ... All full-time positions are hybrid, with many eligible to be completely remote * Fully Paid by ...

Showing results 41-43

Remote Windows Server information

See Chicago, IL salary details

$92.2K

$111.1K

$128.3K

How much do remote windows server jobs pay per year?

As of Aug 18, 2026, the average yearly pay for remote windows server in Chicago, IL is $111,065.00, according to ZipRecruiter salary data. Most workers in this role earn between $101,500.00 and $120,500.00 per year, depending on experience, location, and employer.

What is the difference between Remote Windows Server vs Remote Network Administrator?

AspectRemote Windows ServerRemote Network Administrator
CertificationsMicrosoft Certified: Windows Server, MCSA, MCSECompTIA Network+, Cisco CCNA, Microsoft certifications
Work EnvironmentServer management, system configuration, troubleshooting Windows Server environmentsNetwork setup, monitoring, security, and troubleshooting networks
Industry UsageIT, data centers, cloud servicesIT, telecommunications, enterprise networks
Common Search/ComparisonFocuses on server-specific roles and managementFocuses on network infrastructure and security

Remote Windows Server professionals primarily manage and troubleshoot Windows Server environments, focusing on server configuration and maintenance. In contrast, Remote Network Administrators oversee network infrastructure, ensuring connectivity and security. While both roles require networking and IT certifications, their daily tasks and focus areas differ significantly.

What are the most commonly searched types of Windows Server jobs in Chicago, IL?

The most popular types of Windows Server jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Windows Server jobs?

Cities near Chicago, IL with the most Remote Windows Server job openings:

Remote Service Coordinator - IT Resiliency

Reyes Holdings

Rosemont, IL • On-site, Remote

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 20 days ago


Reyes Holdings rating

7.8

Company rating: 7.8 out of 10

Based on 18 frontline employees who took The Breakroom Quiz

112th of 439 rated food and drinks producers


Job description

 Position Responsibilities:

  • Together with the Service Manager – IT Resiliency to determine the technical and operational aspects of all organization-wide disaster recovery plans, processes, and procedures to identify gaps and ensure continuous improvement and mature our DR capabilities
  • Coordinate the development and testing of disaster recovery and resumption plans for the critical processes and systems that are core to continued business operations in the event of a disruption in conjunction with IT, the internal business units, and other relevant internal and external parties
  • Conduct technical risk assessments to identify key disaster recovery related risks, and identify mitigating controls in place, and track controls that need to be implemented
  • Develop and communicate DR testing guidelines, and ensure testing is adequately executed as required by IT Senior Management, and in accordance with policy, and any other applicable guidance, policies, procedures, and regulations
  • Analyze DR test results and develop and communicate any necessary recommendations to key stakeholders, including appropriate remediation plans are created and enacted
  • Ensure all necessary testing documentation is completed, stored, and reviewed for accuracy, and available for review by management, auditors, and regulators
  • Other projects or duties as assigned

Required Education and Experience: 

  • Bachelor's Degree in Computer Science, System Analysis, or a related field and 4 to 6 years of experience with disaster recovery and resilient IT infrastructure solutions, or High School Diploma/General Education Degree (GED) and 7 to 9 plus years of the above stated experience in lieu of a Bachelor’s degree.
  • Strong working knowledge of business continuity/disaster recovery, IT resiliency, reliability, and well architected frameworks as it relates to on-premise and cloud infrastructures.
  • Knowledge of risk management, business continuity, and DR tools and best practices.

Preferred Education and Experience:

  • Bachelor's Degree in Computer Science, System Analysis, or a related field
  • Knowledge of Cloud platforms such as Azure, Google, and AWS.
  • Prior experience conducting Business Impact Analysis (BIA)
  • Expert understanding of public, private, and hybrid cloud environments.
  • Knowledge of Well Architected Frameworks for cloud environments.
  • Familiarity of server replication and backup tools such as Zerto and Commvault, and Azure Site Recovery (ASR).
  • Industry recognized certification in Business Continuity/Disaster Recovery - Certification from DRII or BCI or similar a plus.
  • Experience with DR governance / control frameworks (NIST, ISO 27031).
  • Solid understanding of technology landscape as it relates to disaster recovery including operating systems (Windows, UNIX, Linux), server management, information security, networking, application development, storage and backup, virtualization and/or cloud.
  • Desired ITIL foundation certificate.
  • CBCP or equivalent certification preferred.

Benefits
At the Reyes Family of Businesses, our Total Rewards Strategy prioritizes the holistic well-being of our employees. This position offers a comprehensive benefits package that includes Medical, Dental, Vision coverage, Paid Time Off, Retirement Benefits, and complimentary Health Screenings.
Equal Opportunity Employee & Physical Demands
Reyes Holdings and its businesses are equal opportunity employers. Company policy prohibits discrimination and harassment against any applicant or employee based on race, color, religion, sex, pregnancy or pregnancy-related medical conditions, marital status, sexual orientation, gender identity or expression, age, national origin, citizenship, disability, genetic information, military or veteran status, or any other basis protected by applicable law. In addition, the Company is committed to providing reasonable accommodation to applicants and employees in accordance with applicable law. Requests for accommodation should be directed to your point of contact in the Talent Acquisition or Human Resources departments.
Background Check and Drug Screening
Offers of employment are contingent upon successful completion of a background check and drug screening.
Pay Transparency
Our compensation philosophy embraces diverse factors for fair pay decisions, valuing skills, experience, and the needs of our business. Moreover, this role may have the opportunity to participate in a discretionary incentive program, subject to program rules.Qualifications:

Required Education and Experience: 

  • Bachelor's Degree in Computer Science, System Analysis, or a related field and 4 to 6 years of experience with disaster recovery and resilient IT infrastructure solutions, or High School Diploma/General Education Degree (GED) and 7 to 9 plus years of the above stated experience in lieu of a Bachelor’s degree.
  • Strong working knowledge of business continuity/disaster recovery, IT resiliency, reliability, and well architected frameworks as it relates to on-premise and cloud infrastructures.
  • Knowledge of risk management, business continuity, and DR tools and best practices.

Preferred Education and Experience:

  • Bachelor's Degree in Computer Science, System Analysis, or a related field
  • Knowledge of Cloud platforms such as Azure, Google, and AWS.
  • Prior experience conducting Business Impact Analysis (BIA)
  • Expert understanding of public, private, and hybrid cloud environments.
  • Knowledge of Well Architected Frameworks for cloud environments.
  • Familiarity of server replication and backup tools such as Zerto and Commvault, and Azure Site Recovery (ASR).
  • Industry recognized certification in Business Continuity/Disaster Recovery - Certification from DRII or BCI or similar a plus.
  • Experience with DR governance / control frameworks (NIST, ISO 27031).
  • Solid understanding of technology landscape as it relates to disaster recovery including operating systems (Windows, UNIX, Linux), server management, information security, networking, application development, storage and backup, virtualization and/or cloud.
  • Desired ITIL foundation certificate.
  • CBCP or equivalent certification preferred.
Education:UNAVAILABLEEmployment Type: FULL_TIME

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