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

YO AI Labs

AI Technical Trainer - Remote

Chicago, IL · Remote

$80 - $120/hr

Remote Job Summary We are seeking experienced Senior Software Engineers to support an AI training ... Document solutions and provide clear technical feedback. Required Skills * Strong proficiency in ...

New

Genetec

Technical Trainer

Chicago, IL · On-site +1

$33.50 - $44.50/hr

Genetec is currently seeking a Technical Trainer. We are looking for a dynamic, responsive individual, able to work well in a fast-paced, lively environment. You will be responsible for delivering ...

Genetec

Technical Trainer

Chicago, IL · Remote

$33.25 - $44.25/hr

Genetec is currently seeking a Technical Trainer. We are looking for a dynamic, responsive individual, able to work well in a fast-paced, lively environment. You will be responsible for delivering ...

ABB

Sr. Technical Trainer

IL · Remote

Remote , USA Your role and responsibilities: In the role of Sr. Technical Trainer , you will be the driving force behind empowering customers and partners with the knowledge they need to succeed. You ...

YO AI Labs

AI Trainer - Remote

Chicago, IL · Remote

$80 - $120/hr

Remote Job Summary We are seeking experienced Senior Software Engineers to support an AI training ... Document solutions and provide clear technical feedback. Required Skills * Strong proficiency in ...

New

Outform Group

Technical Solutions Manager

Chicago, IL · Remote

Technical Support Engineers (TSEs) - Provide Level 2 remote troubleshooting, proactive system ... training, workload planning, and clear performance expectations. * Manage daily Level 2 support ...

Brainlab

National Technical Support

Chicago, IL · On-site +1

$38K - $48K/yr

... training, as required; may coordinate other expert company resources required to assist with ... out Remote Performance Reviews; responsible for escalated case support which includes ...

Insight Global

Technical Support Specialist

Chicago, IL · Remote

$18 - $20/hr

Contract with right to hire REMOTE within driving distance to an office: Chicago, IL, New York, NY ... Participate in team training, knowledge sharing, project work, and provide backup support as needed.

Uponor North America

Regional Trainer (Midwest)

Aurora, IL · On-site +1

$95K - $110K/yr

This position also supports the development of training videos, technical content, and e-learning ... Remote, home-office-based position. * Preferred residence in the Chicago, Illinois metropolitan ...

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Technical Trainer Remote information

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How much do technical trainer remote jobs pay per hour?

As of Aug 28, 2026, the average hourly pay for technical trainer remote in Chicago, IL is $38.32, according to ZipRecruiter salary data. Most workers in this role earn between $32.21 and $42.84 per hour, depending on experience, location, and employer.

What does a technical trainer do when working remotely?

A Technical Trainer working remotely is responsible for developing and delivering training sessions, workshops, or courses focused on technical topics such as software, hardware, or IT systems. They use virtual tools and platforms to instruct employees or clients, assess learning progress, and provide support or resources as needed. Their role also involves creating training materials, adapting content for online delivery, and ensuring participants gain the necessary skills to perform their jobs effectively.

What are the key skills and qualifications needed to thrive as a technical trainer remote?

To thrive as a Technical Trainer (Remote), you need expertise in instructional design, subject matter knowledge, and experience in adult learning, usually supported by a relevant degree or industry certifications. Familiarity with e-learning platforms, webinar tools, and Learning Management Systems (LMS) is essential for delivering and managing virtual training. Outstanding communication, adaptability, and strong organizational skills set top performers apart in this role. These skills ensure effective knowledge transfer, learner engagement, and seamless training delivery in a remote environment.

What are some common challenges faced by remote technical trainers, and how can they be addressed?

Remote Technical Trainers often encounter challenges such as maintaining learner engagement, managing different time zones, and ensuring effective hands-on practice. To address these, trainers can leverage interactive tools (like virtual labs and collaborative platforms), schedule sessions considering global participants, and provide clear, structured learning materials. Building a strong online presence and fostering open communication also helps create a supportive virtual learning environment.

What is the difference between Technical Trainer Remote vs Technical Instructor?

AspectTechnical Trainer RemoteTechnical Instructor
CredentialsTypically requires certifications in specific technical fields (e.g., CompTIA, Cisco)Often requires similar certifications, plus teaching credentials or experience
Work EnvironmentRemote, often self-paced or live online training sessionsCan be in-person or online, usually in educational or corporate settings
Employer & IndustryUsed in corporate training, tech companies, e-learning platformsCommon in educational institutions, training centers, and corporate environments

While both roles focus on teaching technical skills, Technical Trainer Remote primarily delivers online training remotely, often within corporate or e-learning contexts. Technical Instructors may work in classrooms or online, with a broader focus on educational settings. The roles overlap in credentials and industry usage but differ mainly in work environment and delivery method.

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

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

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

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

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

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

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

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

Technical Trainer Remote jobs near you
Infographic showing various Technical Trainer Remote job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $79,714 per year, or $38.3 per hour.

AI Technical Trainer - Remote

YO AI Labs

Chicago, IL • Remote

$80 - $120/hr

Full-time

Posted yesterday

New

Job description

Senior Software Engineer

Job Type: Contractor (~15 hours/week)
Location: Remote

Job Summary

We are seeking experienced Senior Software Engineers to support an AI training project by creating reinforcement learning environments that evaluate AI models on complex software engineering tasks using Model Context Protocol (MCP) tools.

You will design reproducible environments, deterministic verification, and reference solutions for tasks such as bug fixing, feature implementation, codebase refactoring, and performance optimization. No prior AI experience is required.

Key Responsibilities
  • Create reinforcement learning environments for software engineering tasks.
  • Design tasks involving bug fixing, feature development, refactoring, and performance optimization.
  • Build deterministic verification systems and golden reference solutions.
  • Evaluate AI agents' ability to reason through complex codebases and use MCP tools effectively.
  • Develop realistic, reproducible software engineering scenarios.
  • Ensure tasks accurately measure coding ability, problem-solving, and tool usage.
  • Document solutions and provide clear technical feedback.
Required Skills
  • Strong proficiency in Python 3, Java, Rust, C++, or TypeScript.
  • Strong understanding of algorithms and data structures.
  • Experience with bug fixing and debugging complex software issues.
  • Proven experience in feature implementation and codebase refactoring.
  • Strong knowledge of performance optimization and tuning.
  • Excellent written and verbal communication.
  • Strong attention to detail.
Preferred Qualifications
  • Experience working with large-scale or distributed codebases.
  • Familiarity with AI/ML systems is a plus but not required.
  • Experience with rigorous code reviews and software engineering best practices.
  • Experience working effectively in remote or cross-functional teams.
Hiring Process
  1. Submit an application and screening questions.
  2. Complete an AI interview (~30 minutes).
  3. Complete a technical assessment, if required.
  4. Hiring Manager review.
Compensation

Compensation is output-based, with payment provided per task that meets project specifications. Minimum weekly submission requirements may apply.

Availability

Selected experts should be prepared to begin their first tasks within 24–48 hours of completing onboarding.