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

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Remote Helpdesk Support information

See Chicago, IL salary details

$13

$23

$34

How much do remote helpdesk support jobs pay per hour?

As of Aug 2, 2026, the average hourly pay for remote helpdesk support in Chicago, IL is $23.85, according to ZipRecruiter salary data. Most workers in this role earn between $19.81 and $26.73 per hour, depending on experience, location, and employer.

What is the difference between Remote Helpdesk Support vs Remote Technical Support?

AspectRemote Helpdesk SupportRemote Technical Support
CredentialsCompTIA A+, Microsoft Certified IT Support Technician (MCITP)CompTIA A+, Network+, Cisco CCNA
Work EnvironmentHelpdesk ticketing systems, remote desktop toolsTechnical troubleshooting, remote diagnostics
Employer & IndustryIT service providers, corporate IT departmentsIT service providers, hardware/software vendors
Common Search IntentCustomer support, troubleshooting basic issuesAdvanced technical problems, network issues

Remote Helpdesk Support primarily handles customer inquiries and basic troubleshooting via ticketing systems, while Remote Technical Support deals with more complex technical issues like network or hardware problems. Both roles require similar certifications and often work in similar environments, but their focus and technical depth differ.

How to make $1000 a week remotely?

A remote helpdesk support professional can earn $1000 or more weekly by working full-time, often requiring strong customer service skills, technical knowledge, and certifications like CompTIA A+ or Microsoft Certified. Increasing income may involve taking on multiple clients, offering specialized support, or gaining experience to qualify for higher-paying positions. Consistent remote work, good communication, and efficient problem-solving are key to reaching this income level.

What are some common challenges Remote Helpdesk Support professionals face, and how can they overcome them?

Remote Helpdesk Support professionals often encounter challenges such as troubleshooting technical issues without physical access to devices, communicating clearly with users of varying technical backgrounds, and managing multiple requests simultaneously. To overcome these, it's essential to use effective remote access tools, practice patience and clear communication, and prioritize tasks efficiently. Regular collaboration with team members through chat or video meetings also helps share knowledge and resolve complex issues more efficiently.

Will AI replace IT's help desk?

AI can automate routine help desk tasks such as password resets and troubleshooting, but it is unlikely to fully replace helpdesk support roles like Remote Helpdesk Support. Human technicians are essential for complex issues, customer service, and decision-making that require critical thinking and empathy. Helpdesk professionals will need to adapt by developing skills in AI management and advanced troubleshooting.

What is a Remote Helpdesk Support specialist?

A Remote Helpdesk Support specialist is an IT professional who assists users with technical issues related to computer systems, software, and hardware from a remote location. They typically respond to queries through phone, email, or chat, diagnosing and resolving problems without needing to be physically present. Their responsibilities include troubleshooting technical issues, guiding users through solutions, and escalating complex problems when necessary. Remote Helpdesk Support specialists are essential for organizations that rely on technology and need timely assistance for their staff or customers.

How can I make 2000 a week working from home?

A remote helpdesk support professional can earn $2000 a week by working full-time, often requiring strong technical skills, customer service abilities, and relevant certifications. Increasing income may involve taking on multiple clients, specializing in high-demand areas, or gaining advanced certifications to qualify for higher-paying roles.

What are the key skills and qualifications needed to thrive as a Remote Helpdesk Support, and why are they important?

To thrive as a Remote Helpdesk Support, you need strong troubleshooting skills, technical knowledge of operating systems and networking, and typically a relevant IT certification such as CompTIA A+ or Microsoft Certified Professional. Familiarity with remote desktop tools, ticketing systems like Zendesk or ServiceNow, and basic cybersecurity practices is often required. Excellent verbal and written communication, patience, and problem-solving abilities distinguish top performers in this role. These skills enable efficient resolution of technical issues, maintain user satisfaction, and ensure smooth IT operations across distributed environments.

Can you work a help desk remotely?

Remote helpdesk support roles are common and typically involve providing technical assistance via phone, email, or remote access tools. These positions often require familiarity with remote support software, strong communication skills, and sometimes certifications like CompTIA A+ or Microsoft Certified. Many companies offer flexible schedules for remote helpdesk support jobs.
What are popular job titles related to Remote Helpdesk Support jobs in Chicago, IL? For Remote Helpdesk Support jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Helpdesk Support jobs in Chicago, IL look for? The top searched job categories for Remote Helpdesk Support jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Helpdesk Support jobs? Cities near Chicago, IL with the most Remote Helpdesk Support job openings:
Remote Helpdesk Support jobs near you
Infographic showing various Remote Helpdesk Support job openings in Chicago, IL as of July 2026, with employment types broken down into 3% Locum Tenens, 86% Full Time, 8% Part Time, and 3% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $49,605 per year, or $23.8 per hour.

Global LMS Help & Support Lead (Remote)

DivIHN Integration Inc

Deerfield, IL • Remote

Contractor

Re-posted 3 days ago

Job description

DivIHN (pronounced “divine”) is a CMMI ML3-certified Technology and Talent solutions firm. Driven by a unique Purpose, Culture, and Value Delivery Model, we enable meaningful connections between talented professionals and forward-thinking organizations. Since our formation in 2002, organizations across commercial and public sectors have been trusting us to help build their teams with exceptional temporary and permanent talent.

Visit us at https://divihn.com/find-a-job/ to learn more and view our open positions.

 
Please apply or call one of us to learn more

For further inquiries regarding the following opportunity, please contact our Talent Specialist, Ragu at 224 704 1713
 
Title: Global LMS Help & Support Lead (Remote)
Duration: 7+ Months
Location: Remote
 
Only W2 candidates are eligible for this position. Third-party or C2C candidates will not be considered.
 
Description:

Role Summary
The Global LMS Help & Support Lead is responsible for owning and scaling the end to end help, support, and service experience for client’s global Commercial Learning Management System (LMS). This role ensures seamless, reliable, and high quality support for all commercial learners and stakeholders—including internal employees, partners, and external audiences—while enabling adoption, satisfaction, and business continuity across regions.
Operating at the intersection of learning technology, operations, and user experience, this individual oversees service delivery, partners with technology vendors, and drives continuous improvement for client’s commercial learning platform ecosystem.
 
Key Responsibilities
Global LMS Support Strategy & Governance
• Owns the global help & support model for the Commercial LMS, including tiered support, escalation paths, and service-level expectations.
• Act as the primary point of accountability for LMS service stability, responsiveness, and issue resolution.
• Establish governance frameworks, operating procedures, and standards to ensure consistent and scalable LMS support globally.
 
Service Delivery & Operations
• Lead day to day LMS support operations, including ticket intake, triage, troubleshooting, and resolution across global regions and time zones.
• Manage a centralized support backlog, ensuring prioritization aligns with commercial impact, learner experience, and compliance requirements.
• Monitor and improve key service KPIs (e.g., response times, resolution rates, repeat issues, user satisfaction).
 
User Experience & Adoption Enablement
• Design and maintain self service resources such as job aids, FAQs, in app guidance, and support documentation to reduce friction and dependency on live support.
• Partner with Learning Management Vendor, IT, and Marketing teams to ensure support is positioned as a value adding experience, not just issue resolution.
• Capture user feedback and “voice of the business” insights to inform platform improvements and roadmap decisions.
 
Vendor & Technology Partnership
• Serve as the primary operational liaison with LMS and learning technology vendors, managing escalations, release readiness, defect resolution, and platform updates.
• Collaborate with internal Learning Technology and IT teams to ensure system reliability, security, and compliance.
 
Continuous Improvement & Reporting
• Analyze trends in tickets, system issues, and user behavior to proactively identify root causes and systemic improvements.
• Lead initiatives to automate support processes, streamline workflows, and improve the overall learner support experience over time.
 
Stakeholder Leadership & Collaboration
• Act as a trusted partner to Global Learning, IT, and regional teams.
• Translate technical issues into clear, business relevant communications for both operational teams and stakeholders.
• Support global rollouts, regional launches, and commercial learning initiatives by ensuring support readiness from day one.
 
Qualifications & Experience
Required
• 3 years of experience in learning technology, LMS administration, or global platform support, with demonstrated ownership of enterprise scale systems.
• Proven experience leading help desk, service operations, or support functions in a global or matrixed organization.
• Hands on experience with enterprise LMS platforms (e.g., Cornerstone or comparable systems).
• Strong operational leadership skills with the ability to design processes, govern services, and drive continuous improvement.
• Excellent communication skills, with the ability to engage effectively across technical, commercial, and executive audiences.
 
Preferred
• Experience supporting commercial, sales, or customer facing learning audiences in a regulated or complex environment.
• Familiarity with IT service management (ITSM) concepts such as SLAs, incident management, and problem management.
• Experience working with external vendors and managing platform escalations and release cycles.
• Change management or scaling platform experience in a global organization.
 
Success Looks Like
• Commercial learners experience fast, reliable, and intuitive support, regardless of region.
• LMS issues are handled proactively, with fewer repeat problems and clear ownership.
• Stakeholders view the LMS support function as a strategic enabler, not a bottleneck.
• Client’s commercial LMS is stable, trusted, and ready to scale with evolving business and learning needs.

About us:
DivIHN, the 'IT Asset Performance Services' organization, provides Professional Consulting, Custom Projects, and Professional Resource Augmentation services to clients in the Mid-West and beyond. The strategic characteristics of the organization are Standardization, Specialization, and Collaboration.

DivIHN is an equal opportunity employer. DivIHN does not and shall not discriminate against any employee or qualified applicant on the basis of race, color, religion (creed), gender, gender expression, age, national origin (ancestry), disability, marital status, sexual orientation, or military status.