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Remote Maintenance Trainer Jobs in Chicago, IL (NOW HIRING)

YO AI Labs

Legal AI Trainer - Remote

Chicago, IL · Remote

Remote Engaging lawyers to contribute their subject-matter expertise in support of a customer ... Apply meticulous attention to detail to maintain exceptionally high standards in all submissions.

Uponor North America

Regional Trainer (Midwest)

Aurora, IL · On-site +1

$95K - $110K/yr

The Regional Trainer works independently in the field while maintaining regular communication with ... Remote, home-office-based position. * Preferred residence in the Chicago, Illinois metropolitan ...

AO Globe Life

Be Seen First

Remote Sales Account Representative (Entry Level)

Chicago, IL · Remote

$60K - $80K/yr

Remote Sales Account Representative (Entry Level) IMPORTANT: Applicants must have a residential ... Maintain accurate client and activity records * Participate in online training, coaching sessions ...

New

AO ASPIRE

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Client Account Representative (Remote)

Chicago, IL · Remote

$1.0K - $80K/yr

Participate in virtual training and mentorship sessions * Stay organized while managing appointments and follow-ups * Maintain a professional and reliable remote work routine What We Offer: * Remote ...

YO AI Labs

Attorney - Remote

Chicago, IL · Remote

... legal training and exposure to sophisticated, high-stakes legal matters who are interested in ... Apply meticulous attention to detail to maintain exceptionally high standards in all submissions.

HMG Careers

Remote Sales Representative

Stickney, IL · Remote

$69K/yr

Ongoing training and mentorship from experienced managers * High-quality leads provided with no ... Build and maintain strong client relationships * Work closely with your manager to set goals and ...

HMG Careers

Sales Manager Remote

Maywood, IL · Remote

$69K/yr

Ongoing training and mentorship from experienced managers * High-quality leads provided with no ... Build and maintain strong client relationships * Work closely with your manager to set goals and ...

HMG Careers

Sales Consultant Remote

Gary, IN · Remote

$69K/yr

Ongoing training and mentorship from experienced managers * High-quality leads provided with no ... Build and maintain strong client relationships * Work closely with your manager to set goals and ...

Lone Star Careers

Remote Insurance Agent

Chicago, IL · Remote

$69K - $150K/yr

Ongoing training and mentorship from experienced managers * High-quality leads provided with no ... Build and maintain strong client relationships * Work closely with your manager to set goals and ...

HMG Careers

Remote Benefits Advisor

Forest Park, IL · Remote

$69K/yr

Ongoing training and mentorship from experienced managers * High-quality leads provided with no ... Build and maintain strong client relationships * Work closely with your manager to set goals and ...

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All JobsMaintenance Trainer JobsRemote Maintenance Trainer JobsRemote Maintenance Trainer Jobs in Chicago, IL

Remote Maintenance Trainer information

See Chicago, IL salary details

$14

$25

$37

How much do remote maintenance trainer jobs pay per hour?

As of Aug 18, 2026, the average hourly pay for remote maintenance trainer in Chicago, IL is $25.48, according to ZipRecruiter salary data. Most workers in this role earn between $19.33 and $27.26 per hour, depending on experience, location, and employer.

What is a remote maintenance trainer?

A Remote Maintenance Trainer is a professional who provides training and support to maintenance personnel through virtual or online platforms. Their main responsibility is to teach technicians how to operate, troubleshoot, and repair equipment without being physically present onsite. This role often involves creating training materials, conducting live remote sessions, and utilizing various digital tools to simulate real-world scenarios. Remote Maintenance Trainers are essential for organizations with distributed teams or those adopting remote support technologies.

How does a remote maintenance trainer typically collaborate with on-site technicians to ensure effective training and support?

A Remote Maintenance Trainer frequently works closely with on-site technicians through video calls, screen sharing, and digital training platforms to deliver instructions and provide real-time troubleshooting guidance. Collaboration often includes creating customized training materials, conducting virtual workshops, and offering follow-up support to address specific challenges. Clear communication and adaptability are key, as trainers must tailor their approach to different skill levels and respond promptly to technical questions. This role usually involves regular coordination with maintenance supervisors and other trainers to ensure consistent knowledge transfer and continuous improvement.

What are the key skills and qualifications needed to thrive as a remote maintenance trainer, and why are they important?

To thrive as a Remote Maintenance Trainer, you need a solid background in mechanical or electrical maintenance, experience in training delivery, and often a relevant technical certification or degree. Familiarity with virtual training platforms, remote diagnostic tools, and learning management systems (LMS) is typically required. Excellent communication, patience, and adaptability help trainers engage learners and address diverse needs in a remote environment. These skills are crucial to effectively transferring technical knowledge and ensuring maintenance teams perform safely and efficiently from a distance.

What is the difference between Remote Maintenance Trainer vs Maintenance Technician?

AspectRemote Maintenance TrainerMaintenance Technician
CertificationsOften requires technical certifications, training credentialsRequires technical or trade certifications, depending on specialization
Work EnvironmentPrimarily remote, online training sessions, virtual supportOn-site or field work, hands-on equipment maintenance
Employer & Industry UsageUsed in manufacturing, industrial, and technical training companiesCommon in manufacturing, facilities management, and industrial sectors

The main difference is that Remote Maintenance Trainers focus on delivering training and support remotely, often via online platforms, while Maintenance Technicians perform hands-on repairs and maintenance on equipment on-site. Both roles require technical knowledge, but their work environments and daily tasks differ significantly.

What are the most commonly searched types of Maintenance Trainer jobs in Chicago, IL?

The most popular types of Maintenance Trainer jobs in Chicago, IL are:

What are popular job titles related to Remote Maintenance Trainer jobs in Chicago, IL?

For Remote Maintenance Trainer jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote Maintenance Trainer jobs in Chicago, IL look for?

The top searched job categories for Remote Maintenance Trainer jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Maintenance Trainer jobs?

Cities near Chicago, IL with the most Remote Maintenance Trainer job openings:

Remote Maintenance Trainer jobs near you

AI Training Specialist (Data Annotation)

Remote Talent Cloud

Chicago, IL • Remote

$20/hr

Contractor

Re-posted 12 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

Apply