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Remote Windows Systems Engineer Jobs in Chicago, IL

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... 100% remote no C2C or 3rd parties No Visa Sponsorship Available We are seeking a hands-on SQL / Crystal Reports Analyst to support reporting, database operations, Windows systems, and general ...

Senior Power Systems Engineer 2

Chicago, IL · On-site +1

$100K - $152K/yr

... working remote from home. We are seeking a highly skilled and experienced Senior Electrical ... A Bachelor's Degree in Electrical Engineering (background in Power/Power Systems) and sufficient ...

Lead Power Systems Engineer 2

Chicago, IL · On-site +1

$134K - $205K/yr

... working remote from home. We are seeking a highly skilled and experienced Lead Electrical ... A Bachelor's Degree in Electrical Engineering (background in Power/Power Systems) and sufficient ...

Senior Power Systems Engineer 2

Chicago, IL · On-site +1

$100K - $152K/yr

... working remote from home. We are seeking a highly skilled and experienced Senior Electrical ... A Bachelor's Degree in Electrical Engineering (background in Power/Power Systems) and sufficient ...

Lead Power Systems Engineer 2

Chicago, IL · On-site +1

$134K - $205K/yr

... working remote from home. We are seeking a highly skilled and experienced Lead Electrical ... A Bachelor's Degree in Electrical Engineering (background in Power/Power Systems) and sufficient ...

Senior Windows C++ Engineer

Chicago, IL · Remote

$150K - $250K/yr

We've recently shipped the plugin system that opens our native runtime to safe, in-process ... Fully remote work arrangement. * The chance to do unusually deep native work for an audience of 40M ...

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Remote Windows Systems Engineer information

See Chicago, IL salary details

$11

$52

$77

How much do remote windows systems engineer jobs pay per hour?

As of Jun 17, 2026, the average hourly pay for remote windows systems engineer in Chicago, IL is $52.89, according to ZipRecruiter salary data. Most workers in this role earn between $41.83 and $63.41 per hour, depending on experience, location, and employer.

What are some common challenges faced by Remote Windows Systems Engineers, and how can they be effectively managed?

Remote Windows Systems Engineers often encounter challenges such as troubleshooting complex system issues without direct physical access, ensuring secure remote connectivity, and coordinating across distributed teams and time zones. Effective management of these challenges involves utilizing robust remote monitoring and management tools, maintaining clear and regular communication with colleagues, and following best practices for system security and documentation. Staying proactive with updates and leveraging collaboration platforms can significantly enhance productivity and reduce downtime.

What is the difference between Remote Windows Systems Engineer vs Remote Network Administrator?

AspectRemote Windows Systems EngineerRemote Network Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Network+Cisco CCNA, CompTIA Network+
Work EnvironmentManaging Windows servers, troubleshooting OS issues, deploying updatesConfiguring and maintaining network infrastructure, monitoring network performance
Industry UsageIT, technology, enterprise environmentsIT, telecommunications, service providers
Search IntentFocus on Windows server management and supportFocus on network infrastructure and connectivity

The Remote Windows Systems Engineer primarily manages and supports Windows server environments, ensuring system stability and security. In contrast, the Remote Network Administrator focuses on maintaining network infrastructure, including routers, switches, and connectivity. While both roles require networking knowledge and certifications, their core responsibilities differ, with the Systems Engineer centered on Windows OS and server management, and the Network Administrator on network hardware and connectivity.

What does a Remote Windows Systems Engineer do?

A Remote Windows Systems Engineer is responsible for designing, implementing, and maintaining Windows-based server environments from a remote location. They manage tasks such as installing updates, configuring security settings, troubleshooting technical issues, and ensuring system performance and reliability. These engineers often work with cloud platforms, virtualization technologies, and collaborate with IT teams to support business operations. Their remote role allows them to provide support and maintenance without being physically present on-site.

What are the key skills and qualifications needed to thrive as a Remote Windows Systems Engineer, and why are they important?

To thrive as a Remote Windows Systems Engineer, you need expertise in Windows Server administration, system troubleshooting, and network protocols, often backed by a degree in IT or computer science and certifications like Microsoft Certified: Windows Server Hybrid Administrator Associate. Familiarity with tools such as Active Directory, PowerShell, virtualization platforms, and remote management software is essential. Strong problem-solving abilities, effective communication, and self-motivation are critical soft skills for managing systems and collaborating virtually. These skills ensure secure, reliable system operations and efficient remote support in distributed IT environments.
What are the most commonly searched types of Windows Systems Engineer jobs in Chicago, IL? The most popular types of Windows Systems Engineer jobs in Chicago, IL are:
What are popular job titles related to Remote Windows Systems Engineer jobs in Chicago, IL? For Remote Windows Systems Engineer jobs in Chicago, IL, the most frequently searched job titles are:
What cities near Chicago, IL are hiring for Remote Windows Systems Engineer jobs? Cities near Chicago, IL with the most Remote Windows Systems Engineer job openings:
Infographic showing various Remote Windows Systems Engineer job openings in Chicago, IL as of June 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $110,011 per year, or $52.9 per hour.
SQL / Crystal Reports Developer

SQL / Crystal Reports Developer

Talent Solutions Group Inc

Chicago, IL • Remote

$50K - $80K/yr

Part-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 3 days ago

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Job description

SQL / Crystal Reports Analyst

Chicago Area | part time as needed

100% remote

no C2C or 3rd parties

No Visa Sponsorship Available

We are seeking a hands-on SQL / Crystal Reports Analyst to support reporting, database operations, Windows systems, and general IT infrastructure within a growing enterprise environment.

This position is ideal for a well-rounded technical professional who can work across reporting development, SQL database support, troubleshooting, and infrastructure-related responsibilities.

Key Responsibilities

• Develop, modify, and maintain Crystal Reports for operational and business reporting needs
• Write, troubleshoot, and optimize SQL queries, stored procedures, and database processes
• Support SQL Server databases including troubleshooting performance and connectivity issues
• Assist with Windows desktop and server administration tasks
• Support networking and infrastructure troubleshooting including connectivity and user support
• Work closely with internal users to gather reporting requirements and deliver technical solutions
• Troubleshoot application, reporting, and systems-related issues across the environment
• Maintain documentation and support processes for reporting and IT systems

Required Qualifications

• Strong experience with SQL Server and SQL query development
• Hands-on Crystal Reports experience
• Experience supporting Windows environments
• Basic to intermediate networking knowledge including TCP/IP, connectivity, and infrastructure troubleshooting
• Strong troubleshooting and problem-solving skills
• Ability to communicate effectively with technical and non-technical users
• Ability to manage multiple responsibilities in a fast-paced environment

Preferred Qualifications

• Experience with Windows Server administration
• Exposure to Active Directory and user management
• Experience supporting ERP or business applications
• Knowledge of database optimization and reporting best practices
• Prior experience in small-to-mid-sized enterprise environments

This is an excellent opportunity for a technically versatile professional who enjoys working across databases, reporting, systems support, and infrastructure operations.

Company Description

We care about the success of each member of out team! We strive for long lasting partnerships where you can grow and expand your career.

Talent Solutions Group logo

About Talent Solutions Group

Sourced by ZipRecruiter

Talent Solutions Group is committed to providing organizations of all sizes and industries scalable human capital solutions. Since 2000, our team of experienced recruiters have connected employers with top talent, turning business goals into reality. We are built on a vast network of staffing industry mavericks capable of filling positions nationally for all industries. Administrative staff to Executives, our recruiters will take the time to understand your culture and technical requirements to provide the best possible candidate choices.

Industry

Recruiting and staffing services

Company size

11 - 50 Employees

Headquarters location

Chicago, IL, US

Year founded

2000