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Remote It Support Jobs in Chicago, IL (NOW HIRING)

K2services

Director of Information Security

Chicago, IL · Remote

$150K - $200K/yr

Ourmissionis to providemodernized technology platforms,elevated technology support, andvaluable ... You'llreport to the EVP of Technology Enabled Solutions. Full time/Permanent role Remote across the ...

Huntington

Enterprise Architect (IT)

Chicago, IL · On-site +1

$71 - $91.75/hr

Support architecture and AI governance through standards, principles, decision criteria, guardrails ... Remote roles will also have the opportunity to come together in our offices for moments that matter.

Huntington

Enterprise Architect (IT)

Chicago, IL · On-site +1

$102K - $208K/yr

Support architecture and AI governance through standards, principles, decision criteria, guardrails ... Remote roles will also have the opportunity to come together in our offices for moments that matter.

Huntington

Application Architect (IT)

Chicago, IL · On-site +1

$70K - $140K/yr

Lead architecture reviews and support key technical decisions. * Ensure solutions are scalable ... Remote roles will also have the opportunity to come together in our offices for moments that matter.

Huntington

Application Architect (IT)

Chicago, IL · On-site +1

Lead architecture reviews and support key technical decisions. * Ensure solutions are scalable ... Remote roles will also have the opportunity to come together in our offices for moments that matter.

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All JobsIt Support JobsRemote It Support JobsRemote It Support Jobs in Chicago, IL

Remote It Support information

See Chicago, IL salary details

$14

$25

$38

How much do remote it support jobs pay per hour?

As of Sep 4, 2026, the average hourly pay for remote it support in Chicago, IL is $25.82, according to ZipRecruiter salary data. Most workers in this role earn between $21.30 and $29.23 per hour, depending on experience, location, and employer.

What is a remote IT support specialist?

A Remote IT Support specialist is a professional who provides technical assistance and troubleshooting services to clients or employees over the internet or phone, rather than in person. They help resolve software, hardware, network, and other IT-related issues remotely by using tools that allow them to access computers and systems from afar. This role is essential for businesses with distributed teams or customers, ensuring that technical problems are addressed quickly and efficiently without the need for on-site visits.

What are the key skills and qualifications needed to thrive as a remote IT support professional?

To thrive as a Remote IT Support professional, you need strong troubleshooting abilities, a solid understanding of operating systems and networking, and often a relevant certification such as CompTIA A+ or Microsoft Certified IT Professional. Familiarity with remote desktop tools, ticketing systems, and cybersecurity protocols is typically required. Excellent communication, patience, and problem-solving skills set standout professionals apart in this role. These skills ensure efficient resolution of technical issues, high customer satisfaction, and the maintenance of secure and reliable IT systems.

What are some common challenges faced by remote IT support specialists and how can they be addressed?

Remote IT Support specialists often face challenges such as troubleshooting issues without physical access to devices, communicating complex technical concepts clearly to users, and managing multiple support tickets simultaneously. To overcome these, it's important to utilize reliable remote access tools, maintain clear and empathetic communication with clients, and develop strong organizational skills for effective ticket management. Proactively documenting solutions and collaborating with other IT team members can also help streamline support and reduce recurring issues.

What is the difference between Remote It Support vs Remote Network Technician?

AspectRemote It SupportRemote Network Technician
CertificationsCompTIA A+, Microsoft Certified, Network+Cisco CCNA, CompTIA Network+
Work EnvironmentHelp desk, troubleshooting end-user issues, remote supportNetwork infrastructure, configuring routers/switches, remote network monitoring
Industry UsageIT service providers, tech support companies, internal IT teamsTelecommunications, enterprise networks, data centers

Remote It Support and Remote Network Technician roles share certifications like CompTIA A+ and Network+, but differ mainly in focus. Remote It Support handles end-user issues and software troubleshooting, while Remote Network Technicians focus on network infrastructure and hardware. Both roles are vital in IT, often working remotely for tech companies or internal IT departments, but they serve different technical needs within organizations.

Can I work remotely as a remote IT support?

Yes, remote IT support roles are common and often involve troubleshooting, remote desktop tools, and communication skills. Many companies offer remote positions that require technical knowledge, certifications, and the ability to work independently from home.

How much does remote IT support pay?

Remote IT support technicians typically earn between $40,000 and $70,000 annually, depending on experience, certifications, and the complexity of support provided. Entry-level roles may start around $35,000, while experienced professionals with certifications like CompTIA A+ or Network+ can earn higher salaries. Compensation can also vary based on the employer and geographic location of the company or client base, even for remote positions.

What is the best remote IT support job to work remotely?

Remote IT support jobs typically include roles such as help desk technician, technical support specialist, or remote support analyst. These positions often require strong troubleshooting skills, knowledge of remote management tools, and certifications like CompTIA A+ or Network+; they usually offer flexible schedules and can be performed from home with minimal on-site requirements.

What are the most commonly searched types of It Support jobs in Chicago, IL?

The most popular types of It Support jobs in Chicago, IL are:

What are popular job titles related to Remote It Support jobs in Chicago, IL?

For Remote It Support jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote It Support jobs in Chicago, IL look for?

The top searched job categories for Remote It Support jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote It Support jobs?

Cities near Chicago, IL with the most Remote It Support job openings:

Remote It Support jobs near you
Infographic showing various Remote It Support job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $53,714 per year, or $25.8 per hour.

IT Systems Administrator - Remote (Chicago Area)

ActiveProspect, Inc.

Chicago, IL • On-site, Remote

Full-time

Posted 18 days ago

Job description

Company Overview
ActiveProspect is on a mission to make consent-based marketing the best channel for online customer acquisition. We provide marketers the products they need to acquire qualified customers at scale. Our platform is trusted by thousands of companies engaged in direct-to-consumer marketing, helping them save wasted spend, comply with ever-changing regulations, and manage a constantly evolving partner landscape. Our flagship product, TrustedForm, is used to certify over 1 billion opt-in digital customer leads every year and is the gold standard for documenting prior express written consent for TCPA compliance.
Job Summary
ActiveProspect is seeking an IT Systems Administrator to join a small team responsible for our corporate network, including servers, workstations and laptops, connectivity, and end user support. This person will help plan and execute upgrades, installations, monitoring, security practices, and capacity planning, while handling the daily work of server monitoring and maintenance, backups, asset inventory, and support for our remote first environment. Success in this role comes from strong organizational habits, sound network management practices, and analytical thinking.
Responsibilities:
  • Manage the corporate network, including servers and workstations
  • Manage corporate Active Directory environments
  • Manage server policies and login scripts
  • Monitor servers for hardware and software performance issues
  • Plan and coordinate upgrades, patches, and new corporate technologies
  • Maintain an inventory of hardware and software assets
  • Monitor daily and weekly backups
  • Manage antivirus installations and scanning
  • Manage Google Workspace
  • Assist in management of our physical datacenters
  • Assist with new employee onboarding and training
  • Provide support as part of the Tier 1 technical support team
  • Other duties as requested.

Qualifications and Skills
Technical
  • 3 to 5 years of systems administration experience preferred
  • Bachelor's degree and/or relevant certifications are a plus
  • Active Directory design and management skills
  • Experience setting up Microsoft based systems, support mechanisms, and architectures
  • Server support skills for Windows Server 2016 and above
  • Desktop deployment and support skills for Windows 10, 11 and macOS
  • Experience with Hyper-V
  • Experience with IIS 10.x
  • Experience with web farming and load balancing
  • Experience with performance monitoring and server tuning for security and performance
  • Experience with server auditing
  • Solid network analysis and troubleshooting skills
  • Familiarity with SQL Server 2019 and above
  • Familiarity with network and endpoint monitoring software (VSA10, Iru, Endpoint Central)
  • Familiarity with backup and recovery tools (Appassure/Quest)
  • Familiarity with routers, firewalls, wireless access points, and managed switches
  • File server maintenance, including management of shares and quotas

Non-Technical
  • Excellent project planning and delivery skills
  • Solid written and verbal communication skills
  • Ability to communicate task status, including progress and milestones
  • Ability to prioritize tasks and manage overall workload
  • Comfortable in a small, fast moving environment, and willing to step up and take ownership of deliverables
  • Self-starter who can work with minimal supervision
  • Keen attention to detail and quality of work
  • Effective organization skills, with the ability to work on multiple projects at once
  • Ability to communicate and interact with a diverse group of perspectives
  • Strong customer service orientation
  • Able to lift hardware up to 75 lbs
  • Minimum 5-10% travel required

Reports to:
  • Senior Manager of IT

Direct Reports:
  • None

Organizational Impact
The IT Systems Administrator keeps the systems our teams rely on every day running reliably and securely. Because our business runs on the trust customers place in our platform and our handling of their data, the day to day discipline of this role, patching on schedule, verifying backups, tracking assets, and keeping access tightly controlled, directly protects both employee productivity and company risk posture.
  • Supports every department by keeping workstations, network access, and collaboration tools available and performing well
  • Reduces security and compliance risk through consistent patching, endpoint protection, access management, and server auditing
  • Protects business continuity by monitoring backups so recovery is possible when something fails
  • Shortens time to productivity for new hires by owning onboarding setup and training
  • Works closely with IT leadership, department managers, and vendors, and serves as a visible front line for employee support
  • Measurable indicators of success include ticket resolution time and volume, patch and backup completion rates, system uptime, asset inventory accuracy, and new hire setup turnaround
  • Contributes tactically through daily monitoring and support, and strategically by helping plan upgrades, capacity, and the direction of our corporate architecture

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