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Systems Trainer Remote Jobs in Illinois (NOW HIRING)

Uponor North America

Regional Trainer (Midwest)

Aurora, IL · On-site +1

$95K - $110K/yr

... welded piping system products. This position also supports the development of training videos ... Remote, home-office-based position. * Preferred residence in the Chicago, Illinois metropolitan ...

YO AI Labs

Dutch Bilingual Expert - Remote

Chicago, IL · Remote

$30 - $65/hr

... training project focused on improving Dutch-language understanding and generation. In this role ... Interest in language technology, AI, and speech-generation systems. Core Skills * Dutch Native ...

Tetra Tech

Voice Systems Engineer

Virginia, IL · Remote

... training and the performance of delivered systems, as required. * Work Requirements and Additional Information * Work Location:Remote * Position is:Completely Remote * Background check: Must have the ...

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Systems Trainer Remote information

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.

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 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.

What are the most commonly searched types of Systems Trainer jobs in Illinois?

The most popular types of Systems Trainer jobs in Illinois are:

What cities in Illinois are hiring for Systems Trainer Remote jobs?

Cities in Illinois with the most Systems Trainer Remote job openings:

Systems Trainer Remote jobs near you
Infographic showing various Systems Trainer Remote job openings in Illinois as of August 2026, with employment types broken down into 81% Full Time, 15% Part Time, 3% Contract, and 1% Nights. Highlights an 86% Physical, 2% Hybrid, and 12% Remote job distribution.

Remote Expert Accountant, AI Trainer

Accounting Fly

Chicago, IL • Remote

$75 - $125/hr

Contractor

Posted 9 days ago

Job description

Job Title: Remote Accounting & Tax Experts, AI Trainer
Job ID: 1061580
Date Posted: August 19, 2026
Employment Type: Contract, 12-week, 30-40+ hrs/week
Hiring Company (Organization): Confidential
Location: US Remote (Telecommute)
Applicants must be located in the United States.
Hourly Rate:  $75 to $125 per hour (USD/1099)
DOE and suitability for the work.
Job Description: Remote Accounting, Tax, and Finance subject matter experts needed to train AI for a 12-week project; 30 to 40 hours per week required.
Our client is seeking accounting, tax, and finance professionals for a 12-week AI training sprint. Contributors act as subject matter experts to evaluate, annotate, and improve AI-generated responses on accounting, tax, and financial reporting topics, and design realistic professional tasks (scenarios, supporting files, grading rubrics) used to train and test AI systems. This is not a traditional accounting role — no client work, no month-end close, no deadlines — but a structured, flexible engagement putting accounting knowledge toward AI development.
Responsibilities
  • Review and evaluate AI-generated accounting responses for accuracy, clarity, and professional appropriateness
  • Annotate and rank model outputs to guide AI training
  • Write expert-level answers to accounting questions as training examples
  • Flag errors, misconceptions, or ambiguous outputs and provide corrective guidance
  • Design and build realistic task scenarios from professional experience, including prompts, supporting files, and grading rubrics
  • Run tasks against AI models and iterate based on expert reviewer feedback
  • Follow detailed written instructions precisely (formatting, upload requirements, etc.)
  • Maintain consistent quality and throughput for the full sprint
Qualifications
  • Available for 30–40 hours/week for the full 12-week engagement
  • 7+ years demonstrated accounting experience (public accounting, corporate finance or tax, public accounting tax, advisory, M&A, or similar)
  • CPA or EA preferred but not required
  • Strong written communication skills
  • Comfortable working independently in a remote, self-directed setting
  • Careful reader of instructions; receptive to feedback and revisions
  • Baseline tech literacy (cloud tools, browser profiles, desktop app installs, file conversion/zipping)
  • Based in the United States
  • General understanding of LLMs/AI landscape
Compensation & Terms
  • Paid on a regular cadence; contract position
  • Fully remote (work from anywhere in the US)
  • Paid skills assessment required (3–4 hours, $240 flat rate; no AI/LLM assistance permitted)
  • No obligation to continue after the sprint; flexible project-based work often available afterward
Accountingfly logo

About Accountingfly

Sourced by ZipRecruiter

In 2016, Accountingfly determined that fully-remote recruiting was the future of accounting staffing, offering huge benefits for employers, job-seekers, and our own business. We decided to focus our recruiting business on those companies offering only remote work opportunities—and it was the best decision we ever made. While our competitors struggle to adapt to the remote world, we lean on years of experience to provide unmatched remote accounting recruitment expertise. We’ve seen and done it all, successfully filling a wide variety of remote roles and making career dreams come true for talent at every level.

Industry

Accounting services

Company size

1 - 10 Employees

Headquarters location

Pensacola, FL, US

Year founded

2011

Social media

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