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Software Trainer Jobs in Chicago, IL (NOW HIRING)

Software Engineer - AI Trainer

Aurora, IL · On-site +1

$50 - $100/hr

About the job: Contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule. We are looking for an existing Coder (this is an ...

AI Trainer - Remote

Chicago, IL · Remote

$80 - $120/hr

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 ...

TOCA Soccer Trainer Location: Naperville, IL Report To: TOCA Training Manager or General Manager Hours Required: Part Time, Candidates must be able to work evenings and weekends Join the TOCA ...

TOCA Training Manager or General ManagerHours Required: Part Time, Candidates must be able to work evenings and weekends Join the TOCA Training Team and impact lives through the sport of soccer! As a ...

TOCA Training Manager or General Manager Hours Required: Part Time, Candidates must be able to work evenings and weekends Join the TOCA Training Team and impact lives through the sport of soccer! As ...

TOCA Training Manager or General ManagerHours Required: Part Time, Candidates must be able to work evenings and weekends Join the TOCA Training Team and impact lives through the sport of soccer! As a ...

What if your knowledge English language could help improve the AI.     WHAT YOU'LL DO   * Evaluate the aesthetic quality, readability, and overall polish of digital map designs. * Assess ...

Health & Safety training, medical monitoring, and client-driven drug and background testing. PREFERRED QUALIFICATIONS & LOCATION DETAILS: One of the following certifications preferred: * Certified ...

New

ESH Coordinator (3 Year Term)

Batavia, IL · On-site

$124K - $164K/yr

Certified ES&H Trainer, Certified Health Physicist, ASQ certifications, or other appropriate certification Work Arrangement: Please note that the described work arrangement is subject to change based ...

Technical Trainer

Chicago, IL · On-site

$33.50 - $44.50/hr

Bachelor's degree in Computer Science, Computer Engineering or equivalent experience * 2+ years of experience delivering technical training, preferably software training * Willing and able to travel ...

Technical Trainer

Chicago, IL · On-site

$33.50 - $44.50/hr

Bachelor's degree in Computer Science, Computer Engineering or equivalent experience * 2+ years of experience delivering technical training, preferably software training * Willing and able to travel ...

Technical Trainer

Chicago, IL · Remote

$33.25 - $44.25/hr

Bachelor's degree in Computer Science, Computer Engineering or equivalent experience * 2+ years of experience delivering technical training, preferably software training * Willing and able to travel ...

Technical Trainer

Chicago, IL · On-site

$70 - $90/hr

Bachelor's degree in Computer Science, Computer Engineering or equivalent experience * 2+ years of experience delivering technical training, preferably software training * Willing and able to travel ...

About the job: Contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule. We are looking for an existing Coder (this is an ...

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Software Trainer information

See Chicago, IL salary details

$13

$31

$65

How much do software trainer jobs pay per hour?

As of Sep 3, 2026, the average hourly pay for software trainer in Chicago, IL is $31.92, according to ZipRecruiter salary data. Most workers in this role earn between $20.38 and $36.35 per hour, depending on experience, location, and employer.

What is a software trainer?

Software Trainers are professionals who teach individuals or groups how to effectively use specific software applications. They design and deliver training sessions, create instructional materials, and provide support to help users understand both basic and advanced features of the software. Their goal is to increase user proficiency, productivity, and confidence when working with the software. Software Trainers may work in various industries, including technology, healthcare, education, and corporate environments.

What does a software trainer do?

To become a software trainer, you need a bachelor’s degree in computer science, training and development, or a related field. Some positions may require a master’s degrees with a concentration in training and development. Master a variety of different software programs and applications; many companies only hire software trainers who are familiar with the programs they use, so the more you know, the more job opportunities are open to you. Some positions may even require you to become certified in particular products.

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

To thrive as a Software Trainer, you need a strong background in software applications, instructional design, and adult learning principles, often supported by a degree in computer science or education. Familiarity with learning management systems (LMS), virtual meeting platforms, and relevant software certifications is typically expected. Excellent communication, patience, and adaptability are crucial soft skills for engaging diverse learners and adjusting to varied training needs. These skills and qualifications ensure effective knowledge transfer, maximize user adoption, and support organizational goals through successful training.

How does a software trainer typically collaborate with product development and support teams?

Software Trainers frequently work closely with product development and support teams to stay updated on new features, software updates, and common user issues. This collaboration ensures that training materials are current and that trainers can address real-world challenges faced by users. Trainers often provide feedback from training sessions that can help developers improve usability or address recurring questions. This cross-functional teamwork is essential for delivering effective training and improving the overall user experience.

What is the difference between Software Trainer vs Software Developer?

AspectSoftware TrainerSoftware Developer
Required CredentialsTypically requires a degree in education, computer science, or related field; certifications in specific software or training methodsRequires a degree in computer science, software engineering, or related field; certifications in programming languages or development tools
Work EnvironmentOften works in training centers, corporate settings, or online platforms, focusing on teaching and curriculum deliveryWorks in offices, development teams, or remote environments, focusing on designing, coding, and testing software
Employer & Industry UsageEmployed by training companies, corporations, or educational institutions to teach software skillsEmployed by tech companies, startups, or as freelancers to develop software applications

While both roles require technical knowledge, Software Trainers focus on educating users and professionals about software tools, whereas Software Developers are involved in creating and maintaining software applications. The roles differ mainly in their focus—training versus development—though both require strong technical skills and industry knowledge.

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

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

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

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

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

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

Infographic showing various Software Trainer job openings in Chicago, IL as of August 2026, with employment types broken down into 87% Full Time, 10% Part Time, and 3% Contract. Highlights an 89% Physical, 3% Hybrid, and 8% Remote job distribution, with an average salary of $66,395 per year, or $31.9 per hour.

Software Engineer - AI Trainer

DataAnnotation

Aurora, IL • On-site, Remote

$50 - $100/hr

Contractor

Posted 5 days ago


Job description

About the job:

Contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule.

We are looking for an existing Coder (this is an opportunity to work with us as an independent contractor) to help advance AI development. As a DataAnnotation’s coder, you’ll be part of a growing community of over 100,000 professionals — including front-end, back-end, full-stack, machine learning, and other engineers — who are driving real-world impact in AI development.

Our platform offers an engaging blend of flexibility and challenge: you’ll work closely with state-of-the-art AI models to take on programming tasks that include creating and solving challenging coding problems, building beautiful apps with rich functionality, and synthesizing insights through data analysis and visualization. Your work directly contributes to refining intelligent systems that learn, adapt, and evolve.

To get started, once you sign up for an account, you'll take a short assessment (this serves as our version of an interview). If you pass that assessment, you’ll receive an email confirmation, and paid work will become available to you through our platform.

Advantages of contracting with us:

  • You'll be able to choose which projects you want to work on and when
  • You work on your own schedule, on your own computer, from the comfort of your own home
  • Projects are paid hourly starting at $50-$100+/hr, with bonus rates available on some projects

Responsibilities:

  • Give AI chatbots coding challenges and evaluate their outputs
  • Evaluate the quality produced by AI models for correctness and performance

Qualifications:

  • Fluency in English (native or bilingual level)
  • Detail-oriented
  • Experience with algorithms, data structures, and debugging workflows
  • A current, in progress, or completed Bachelor's is preferred but not required

Note:

Payment is made via PayPal. We will never ask for any money from you. PayPal will handle any currency conversions from USD. This job is only available to those in the US, Canada, UK, Ireland, Australia, and New Zealand. Those located outside of these countries will not see work or assessments available on our site at this time. This is an independent contractor position.

#coder


Working at DataAnnotation

Perks for workers

  • Work From Anywhere

  • Set Your Own Hours

  • Competitive Pay

  • Learn Valuable AI Skills

  • No Meetings. No Commute.

  • Work on Your Schedule

  • Make a Real-World Impact

What to expect from working at DataAnnotation

From DataAnnotation