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Remote Helpdesk Jobs in Deerfield, IL (NOW HIRING)

Remote Travel Coordinator

Chicago, IL ยท Remote

$40K - $70K/yr

This opportunity is ideal for individuals who enjoy travel, organization, and helping others plan memorable trips. Remote Travel Coordinators use established booking platforms and travel resources to ...

Be Seen First

This is a fully remote opportunity designed for motivated individuals who enjoy helping people, building communication skills, and working in a supportive online environment. No previous sales ...

... helpful but not required; training is provided What We Offer Remote work environment Structured onboarding and ongoing training Access to industry tools and supplier partnerships Opportunities to ...

... helpful but not required; training is provided What We Offer Remote work environment Structured onboarding and ongoing training Access to industry tools and supplier partnerships Opportunities to ...

Remote Tax Manager

Chicago, IL ยท On-site +1

$135K - $195K/yr

We look forward to connecting with candidates who are passionate about helping clients and growing within a collaborative, remote environment. Apply today by sending your resume to brian ...

Remote Customer Service

Franklin Park, IL ยท Remote

$16 - $21.75/hr

Remote Customer Service Rep Were looking for a creative and detail-oriented remote customer service ... Prior experience in travel planning, hospitality, or customer service is helpful but not required.

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How much do remote helpdesk jobs pay per hour?

As of May 28, 2026, the average hourly pay for remote helpdesk in Deerfield, IL is $23.54, according to ZipRecruiter salary data. Most workers in this role earn between $19.57 and $26.39 per hour, depending on experience, location, and employer.

What Are Remote Help Desk Jobs?

Remote help desk jobs are telecommuting customer service jobs in which you help users with technical support and troubleshoot issues related to hardware or software. A remote help desk technician, for example, is the first to take a call or respond to an email from a customer about a technical issue. In a remote help desk job, your duties are to catalog the problem and walk the user through diagnostic steps to determine what the problem is and how to fix it. If you cannot figure out the problem, your responsibilities include passing the call or email on to a help desk specialist or a field technician who can service the issue. Other job titles include help desk administrator and help desk analyst.

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

To thrive as a Remote Helpdesk professional, you need strong technical troubleshooting skills, familiarity with operating systems, and a background in IT support, often supported by a relevant certification such as CompTIA A+. Proficiency with remote desktop tools, ticketing systems like Zendesk or ServiceNow, and knowledge base platforms is typical. Excellent communication, patience, and problem-solving abilities are critical soft skills for assisting users and managing challenging situations remotely. These skills ensure timely and effective resolution of technical issues, customer satisfaction, and smooth operations in distributed work environments.

What are the most common challenges faced by Remote Helpdesk professionals, and how can they be managed?

Remote Helpdesk professionals often encounter challenges such as troubleshooting technical issues without physical access to devices, communicating clearly with non-technical users, and managing multiple support tickets simultaneously. To manage these challenges, it's important to use robust remote-access tools, maintain concise and empathetic communication, and leverage ticketing systems to prioritize and track requests efficiently. Ongoing training and collaboration with other IT team members also help in resolving complex problems and staying updated with evolving technologies.

What is a Remote Helpdesk?

A Remote Helpdesk is a support service that assists users with technical issues and IT-related problems from a remote location, rather than being physically present. Remote Helpdesk professionals use phone, chat, email, or remote desktop software to diagnose and resolve issues such as software glitches, hardware malfunctions, or network connectivity problems. This setup allows organizations to provide efficient and timely support to employees or customers regardless of their physical location. Remote Helpdesk services are essential for businesses with distributed teams or clients in multiple locations.

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

AspectRemote HelpdeskRemote Technical Support Specialist
CredentialsCompTIA A+, Network+ or similar certifications often preferredSimilar certifications, often with additional technical or product-specific training
Work EnvironmentRemote, customer-facing, troubleshooting hardware/software issuesRemote, more technical troubleshooting, often involving software or network problems
Employer & IndustryIT service providers, tech companies, MSPsIT companies, software vendors, tech support firms
Search & Comparison IntentPeople comparing entry-level tech support rolesIndividuals seeking more specialized technical support jobs

Remote Helpdesk and Remote Technical Support Specialist roles share similar credentials and work environments but differ in technical complexity. Helpdesk roles typically focus on basic troubleshooting and customer service, while technical support specialists handle more advanced technical issues. Both are vital in IT support, with overlapping skills but distinct levels of technical expertise.

What are popular job titles related to Remote Helpdesk jobs in Deerfield, IL? For Remote Helpdesk jobs in Deerfield, IL, the most frequently searched job titles are:
What cities near Deerfield, IL are hiring for Remote Helpdesk jobs? Cities near Deerfield, IL with the most Remote Helpdesk job openings:
Infographic showing various Remote Helpdesk job openings in Deerfield, IL as of May 2026, with employment types broken down into 81% Full Time, 14% Part Time, and 5% Contract. Highlights an 92% Physical, and 8% Hybrid job distribution, with an average salary of $48,969 per year, or $23.5 per hour.

AI Training Specialist (Data Annotation)

Remote Talent Cloud

Chicago, IL โ€ข Remote

$20/hr

Contractor

Posted 19 days ago


Job description

As an AI Training Specialist (Data Annotation), you'll play a key role in helping train and improve artificial intelligence (AI) systems. Your work will directly support how AI models learn to recognize text, images, and other data accurately.

Your main responsibilities will include:

  • Labeling and categorizing data (such as text, images, or short videos) according to detailed project guidelines
  • Reviewing and verifying data for accuracy, consistency, and completeness
  • Identifying and flagging any errors, inconsistencies, or unclear data
  • Following clear annotation instructions to ensure high-quality results
  • Meeting productivity and accuracy goals within project timelines
  • Maintaining confidentiality and adhering to all data security standards

Requirements

We're looking for detail-oriented individuals who are comfortable working independently and enjoy structured, accuracy-focused tasks. The ideal candidate will have:

  • This is a fully remote position, but you must be located within the United States
  • Excellent attention to detail and strong organizational skills
  • A reliable Internet connection and computer
  • The ability to focus for extended periods and follow detailed written instructions
  • Strong written communication skills in English
  • Previous data annotation, labeling, or transcription experience is a plus, but not required

Benefits

  • Fully remote: work from anywhere within the United States
  • Full-time and part-time available
  • Competitive hourly pay from $20/hr
  • Training provided for all annotation tools and workflows
  • Gain hands-on experience supporting real-world AI training projects
  • Be part of a growing remote team working on cutting-edge technology