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Technology Trainer Jobs in Chicago, IL (NOW HIRING)

Ursitti Enterprises LLC

IT Trainer

Chicago, IL

$75K - $90K/yr

Technical Trainer Department: IT IT Reports to: IT Manager Summary: The Technical Trainer will lead the development and maintenance of all training materials in a firm knowledge management system ...

A Knock At Midnight

Assistant IT Trainer

Chicago, IL · On-site

$30/hr

The Assistant IT Trainer must take a hands-on approach to improving digital literacy skills in young adults. The Assistant IT Trainer will play a key role in mentoring and helping young adults ...

Synch-Solutions

IT Training Specialist

Chicago, IL

Job Openings >> IT Training Specialist IT Training Specialist Summary Title: IT Training Specialist ... Proven experience as a technical trainer in designing complete course content for product, audience ...

Synch-Solutions

IT Training Specialist

Chicago, IL · On-site

Gain an expert working understanding of eBuilder's technology platform and product development ... Proven experience as a technical trainer in designing complete course content for product, audience ...

Gainwell Technologies LLC

Professional Trainer

Chicago, IL · On-site

$51K - $73K/yr

Summary We're seeking a highly skilled Trainer who thrives both independently and in collaborative ... Gainwell Technologies is an Equal Opportunity Employer, where all qualified applicants will receive ...

New

Gainwell Technologies LLC

Professional Trainer

Chicago, IL · On-site

$51K - $73K/yr

Summary We're seeking a highly skilled Trainer who thrives both independently and in collaborative ... Gainwell Technologies is an Equal Opportunity Employer, where all qualified applicants will receive ...

New

Powers Health

Surgery Tech

Munster, IN · On-site

Graduation from an accredited Surgical Technology training program. * For graduates after July 1, 2009 - Certified Surgical Technologist Credentials, administered by the National Board of Surgical ...

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All JobsTechnology Trainer JobsTechnology Trainer Jobs in Chicago, IL

Technology Trainer information

See Chicago, IL salary details

$36.1K

$75.5K

$103K

How much do technology trainer jobs pay per year?

As of Aug 23, 2026, the average yearly pay for technology trainer in Chicago, IL is $75,479.00, according to ZipRecruiter salary data. Most workers in this role earn between $58,700.00 and $98,400.00 per year, depending on experience, location, and employer.

What is a technology trainer?

Technology Trainers are professionals who teach individuals or groups how to use various types of technology, such as software applications, operating systems, or specialized equipment. They design and deliver training sessions, create instructional materials, and assess learners’ progress. Technology Trainers may work in corporate settings, educational institutions, or as independent consultants, helping people improve their digital skills and adapt to new technologies.

What does a technology trainer do?

As a technology trainer, your responsibilities include planning, conducting, and continuously evaluating a computer instruction course for the purpose of training employees on a new software program. You first complete a needs assessment, focusing on work procedures and workflow. You then research and test different systems to find the best fit for the business. Your duties then revolve around designing training manuals, conducting training classes for specific jobs, and offer generic computer classes to help employees to get the most out of the available technology and software applications. Other topics you can teach include safety, security, installation, and maintenance. You are expected to attend industry conferences and read publications to stay updated on the latest technology advances.

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

To thrive as a Technology Trainer, you need a deep understanding of instructional design, adult learning principles, and expertise in relevant software or hardware, often supported by a degree in education, IT, or related certifications. Familiarity with learning management systems (LMS), e-learning tools, and virtual training platforms is typically required. Outstanding communication, patience, and adaptability are essential soft skills for engaging learners and adjusting to diverse learning needs. These skills ensure effective knowledge transfer, maximize learner engagement, and support organizational technology adoption.

What are some common challenges technology trainers face when teaching employees with varying levels of technical proficiency?

Technology Trainers often encounter classrooms with participants who have a wide range of technical skills and comfort levels. A key challenge is designing training sessions that are engaging and accessible to beginners while still providing value to more advanced users. Trainers must balance pacing, provide individualized support, and use a variety of instructional methods to ensure all learners can keep up and achieve the desired outcomes. Patience, adaptability, and strong communication are essential in overcoming these challenges and fostering an inclusive learning environment.

What is the difference between Technology Trainer vs IT Instructor?

AspectTechnology TrainerIT Instructor
Required CredentialsTypically certifications like CompTIA, Microsoft, Cisco; sometimes a degree in IT or EducationSimilar certifications; often a degree in IT, Computer Science, or Education
Work EnvironmentCorporate training sessions, workshops, online platformsClassroom settings, online courses, technical colleges
Employer & Industry UsageBusinesses, corporate training firms, tech companiesEducational institutions, training centers, colleges
Common Search & Comparison IntentUnderstanding roles, qualifications, and job dutiesLearning about teaching roles in IT, certifications needed

Both Technology Trainers and IT Instructors focus on teaching technical skills, often requiring similar certifications and educational backgrounds. Technology Trainers tend to work in corporate environments delivering training to employees, while IT Instructors are more commonly found in educational institutions teaching students or adult learners. The choice depends on the setting and audience you aim to serve.

More about Technology Trainer jobs

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

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

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

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

Technology Trainer jobs near you
Infographic showing various Technology Trainer job openings in Chicago, IL as of August 2026, with employment types broken down into 75% Full Time, 17% Part Time, 6% Contract, and 2% Nights. Highlights an 89% In-person, 2% Hybrid, and 9% Remote job distribution, with an average salary of $75,479 per year, or $36.3 per hour.

IT Trainer

Ursitti Enterprises LLC

Chicago, IL

$75K - $90K/yr

Full-time

Re-posted 24 days ago

Job description


Job Title: Technical Trainer

Department: IT

IT Reports to: IT Manager


Summary: The Technical Trainer will lead the development and maintenance of all training materials in a firm knowledge management system related to the firm’s usage of hardware and technology. Work closely with all departments in determining training needs and holding training, scheduled or ad hoc, as needed. The ideal candidate will have experience in Microsoft environments, be an excellent communicator, and be able to identify training gaps based on Tier 1 IT support issues and department needs. Additionally, this role will oversee new employee onboarding, ensuring a smooth transition into the firm’s technology and workflows.


Responsibilities:

• Collaborate with subject matter experts and department leaders to identify training gaps and develop targeted learning solutions.

• Host in-person and remote training sessions, ensuring engagement and knowledge retention.

• Schedule and coordinate vendor-led training sessions for firm-wide learning initiatives.

• Develop and manage a Learning Management System (LMS) tailored to the firm’s needs.

• Provide Tier 1 IT support, troubleshooting basic technical issues and identifying recurring problems that indicate training gaps.

• Maintain and update training materials, ensuring relevance and effectiveness.

• Hold consistent monthly training sessions and schedule group and one-on-one training as needed.

• Oversee new employees on boarding, ensuring they receive comprehensive training on firm technology, policies, and workflows.

• Work on new firm initiatives, developing training programs to support smooth rollouts and adoption of new technologies or processes.

• Ensure training aligns with Microsoft 365 applications and other firm technologies.

• Assist with other technical responsibilities as required.


Required Skills/Abilities:

• Minimum 3 years of experience as a trainer or instructional designer.

• Teaching certificate or instructional designer certification (a plus).

• Familiarity/understanding of ADDIE as a training model.

• Experience in a law firm environment (preferred but not required).

• Strong familiarity with Microsoft 365 applications (preferred).

• Excellent communication, organization, and engagement skills.

• Ability to work independently and proactively identify training needs across departments.


Physical Requirements:

• Prolonged periods of sitting at a desk and working on a computer

• Must be able to lift up to 15 pounds at times

• Work in the office three days a week


This organization is an equal-opportunity employer that is committed to diversity and inclusion in the workplace. They prohibit discrimination and harassment of any kind based on race, color, sex, religion, sexual orientation, national origin, disability, genetic information, pregnancy, or any other protected characteristic as outlined by federal, state, or local laws.


This policy applies to all employment practices within our organization, including hiring, recruiting, promotion, termination, layoff, recall, leave of absence, compensation, benefits, training, and apprenticeship. Makes hiring decisions based solely on qualifications, merit, and business needs at the time.