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

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Financial System Supervisor

Munster, IN · On-site +1

$133K/yr

Oversee a team of Financial Systems Business Analysts, guiding in system documentation ... Develops and delivers comprehensive training programs for system users, enhancing their ...

System One

Quality Management Systems Specialist

Cary, IL · Remote

$50 - $55/hr

Hybrid - onsite and remote Overview Join a global medical technology organization undergoing an ... Deep understanding of interactions between Change Control, Document Control, Training, and Records ...

System One

Quality Management Systems Specialist

Cary, IL · Remote

$50 - $55/hr

Hybrid - onsite and remote Overview Join a global medical technology organization undergoing an ... Deep understanding of interactions between Change Control, Document Control, Training, and Records ...

System One

Quality Management Systems Specialist

Cary, IL · Remote

$50 - $55/hr

Hybrid - onsite and remote Overview Join a global medical technology organization undergoing an ... Deep understanding of interactions between Change Control, Document Control, Training, and Records ...

System One

Quality Management Systems Specialist

Cary, IL · Remote

$50 - $55/hr

Hybrid - onsite and remote Overview Join a global medical technology organization undergoing an ... Deep understanding of interactions between Change Control, Document Control, Training, and Records ...

System One

Quality Management Systems Specialist

Cary, IL · Remote

$50 - $55/hr

Hybrid - onsite and remote Overview Join a global medical technology organization undergoing an ... Deep understanding of interactions between Change Control, Document Control, Training, and Records ...

System One

Quality Management Systems Specialist

Cary, IL · Remote

$50 - $55/hr

Hybrid - onsite and remote Overview Join a global medical technology organization undergoing an ... Deep understanding of interactions between Change Control, Document Control, Training, and Records ...

System One

Quality Management Systems Specialist

Cary, IL · Remote

$50 - $55/hr

Hybrid - onsite and remote Overview Join a global medical technology organization undergoing an ... Deep understanding of interactions between Change Control, Document Control, Training, and Records ...

System One

Quality Management Systems Specialist

Cary, IL · Remote

$50 - $55/hr

Hybrid - onsite and remote Overview Join a global medical technology organization undergoing an ... Deep understanding of interactions between Change Control, Document Control, Training, and Records ...

System One

Quality Management Systems Specialist

Cary, IL · Remote

$50 - $55/hr

Hybrid - onsite and remote Overview Join a global medical technology organization undergoing an ... Deep understanding of interactions between Change Control, Document Control, Training, and Records ...

System One

Quality Management Systems Specialist

Cary, IL · Remote

$50 - $55/hr

Hybrid - onsite and remote Overview Join a global medical technology organization undergoing an ... Deep understanding of interactions between Change Control, Document Control, Training, and Records ...

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Showing results 21-40

All JobsSystems Trainer JobsSystems Trainer Remote JobsSystems Trainer Remote Jobs in Chicago, IL

Systems Trainer Remote information

See Chicago, IL salary details

$43.8K

$73.9K

$122.6K

How much do systems trainer remote jobs pay per year?

As of Aug 12, 2026, the average yearly pay for systems trainer remote in Chicago, IL is $73,887.00, according to ZipRecruiter salary data. Most workers in this role earn between $55,100.00 and $83,400.00 per year, depending on experience, location, and employer.

What does a systems trainer remote do?

A Systems Trainer Remote is responsible for educating employees or clients on how to effectively use specific software systems or platforms, typically working from a remote location. They develop training materials, conduct virtual training sessions, and provide ongoing support to ensure users understand and can efficiently operate the system. Their work often involves assessing training needs, troubleshooting user issues, and updating training content as systems evolve. By leveraging online tools and communication platforms, they help organizations maximize the benefits of their technology investments.

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

To thrive as a Systems Trainer (Remote), you need expertise in instructional design, adult learning principles, and comprehensive knowledge of the relevant software or IT systems, often supported by a bachelor's degree in education, IT, or a related field. Familiarity with learning management systems (LMS), virtual training platforms like Zoom or Microsoft Teams, and industry certifications such as CompTIA CTT+ or similar are highly beneficial. Exceptional communication, adaptability, and problem-solving skills help trainers engage diverse learners and address technical challenges remotely. These skills ensure effective knowledge transfer, user adoption, and seamless training experiences in a virtual environment.

What is the difference between Systems Trainer Remote vs Systems Analyst?

AspectSystems Trainer RemoteSystems Analyst
Required CredentialsTypically requires certifications like CompTIA, Microsoft, or industry-specific training certificationsOften requires a bachelor's degree in IT, Computer Science, or related fields; certifications like CBAP or PMI-ACP are common
Work EnvironmentRemote, often involves virtual training sessions and online collaborationPrimarily office-based or hybrid; involves analyzing and designing IT systems
Employer & Industry UsageUsed in corporate training, tech companies, and educational institutionsCommon in IT consulting, corporate IT departments, and software development firms

While both roles involve technical knowledge, Systems Trainer Remote focuses on delivering training and support remotely, whereas Systems Analyst concentrates on analyzing and designing IT systems. The certifications and work environments differ, with trainers emphasizing instructional skills and analysts focusing on system analysis and development.

How do systems trainers remote typically collaborate with IT and end-users to ensure effective training delivery?

Remote Systems Trainers often use a variety of digital communication tools, such as video conferencing and collaboration platforms, to stay closely connected with IT teams and end-users. They coordinate with IT to understand system updates and troubleshoot issues that may arise during training sessions. Regular feedback sessions with end-users help trainers tailor their materials to address common challenges and improve comprehension. This collaborative approach ensures that training is relevant, up-to-date, and effectively supports users in adopting new systems.
What are the most commonly searched types of Systems Trainer jobs in Chicago, IL? The most popular types of Systems Trainer jobs in Chicago, IL are:
Systems Trainer Remote jobs near you

AI Training Specialist (Data Annotation)

Remote Talent Cloud

Chicago, IL • Remote

$20/hr

Contractor

Re-posted 5 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