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Training Analyst Jobs in Chicago, IL (NOW HIRING)

DataAnnotation

Treasury Analyst - AI Trainer

Aurora, IL · Remote

$50 - $100/hr

To succeed in this position, you should have expert-level financial reasoning and formal training ... Proficient in financial analysis, financial modeling, data analysis, and other reasoning exercises ...

DataAnnotation

Treasury Analyst - AI Trainer

Chicago, IL · Remote

$50 - $100/hr

To succeed in this position, you should have expert-level financial reasoning and formal training ... Proficient in financial analysis, financial modeling, data analysis, and other reasoning exercises ...

DataAnnotation

Treasury Analyst - AI Trainer

Elgin, IL · Remote

$50 - $100/hr

To succeed in this position, you should have expert-level financial reasoning and formal training ... Proficient in financial analysis, financial modeling, data analysis, and other reasoning exercises ...

DataAnnotation

Treasury Analyst - AI Trainer

Joliet, IL · Remote

$50 - $100/hr

To succeed in this position, you should have expert-level financial reasoning and formal training ... Proficient in financial analysis, financial modeling, data analysis, and other reasoning exercises ...

Jensen Hughes

Associate Investigative Analyst

Chicago, IL · On-site

$24 - $26/hr

College coursework, Associate's degree or Higher and 0-2 years of relevant experience or four years of military service with analytical training * Analyze and evaluate data and information, and ...

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Showing results 1-20

All JobsTraining Analyst JobsTraining Analyst Jobs in Chicago, IL

Training Analyst information

See Chicago, IL salary details

$41.2K

$82.4K

$123.2K

How much do training analyst jobs pay per year?

As of Aug 27, 2026, the average yearly pay for training analyst in Chicago, IL is $82,419.00, according to ZipRecruiter salary data. Most workers in this role earn between $62,900.00 and $97,400.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a training analyst?

To thrive as a Training Analyst, you need strong analytical abilities, instructional design knowledge, and a background in education, human resources, or a related field. Familiarity with learning management systems (LMS), data analysis tools, and relevant certifications like CPLP or ATD are typically required. Exceptional communication, attention to detail, and problem-solving skills help Training Analysts effectively assess needs and deliver impactful training solutions. These skills are essential for designing and evaluating training programs that enhance employee performance and organizational effectiveness.

What are some common challenges faced by training analysts when developing effective training programs?

Training Analysts often encounter challenges such as accurately assessing the diverse learning needs of employees, aligning training content with business objectives, and ensuring engagement across different learning styles. Balancing tight deadlines with the need for thorough content development and evaluation can also be demanding. Additionally, Training Analysts regularly collaborate with subject matter experts and stakeholders, requiring strong communication skills to gather input and secure buy-in for training initiatives.

What is the difference between Training Analyst vs Learning Specialist?

AspectTraining AnalystLearning Specialist
Required CredentialsBachelor's degree, certifications in training or HRBachelor's or master's in education, training, or HR
Work EnvironmentCorporate training departments, consulting firmsEducational institutions, corporate training teams
Employer & Industry UsageBusiness, government, healthcareEducation, corporate, nonprofit sectors
Common Search & ComparisonYesYes

The main difference between a Training Analyst and a Learning Specialist lies in their focus areas. Training Analysts typically analyze training needs, develop programs, and evaluate effectiveness within organizations. Learning Specialists often focus on designing and implementing learning strategies, curriculum development, and enhancing overall learning experiences. Both roles require similar credentials and are used across various industries, but their core responsibilities and focus areas differ slightly.

What does a training analyst do?

A training analyst designs, develops, and evaluates training programs to improve employee skills and organizational performance. They analyze training needs, create instructional materials, and often use learning management systems (LMS) to deliver and track training sessions. Strong analytical skills and knowledge of training methodologies are essential for this role.

What are popular job titles related to Training Analyst jobs in Chicago, IL?

For Training Analyst jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Training Analyst jobs in Chicago, IL look for?

The top searched job categories for Training Analyst jobs in Chicago, IL are:

Training Analyst jobs near you
Infographic showing various Training Analyst job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 78% Full Time, 19% Part Time, 1% Contract, and 1% Nights. Highlights an 86% Physical, 1% Hybrid, and 13% Remote job distribution, with an average salary of $82,419 per year, or $39.6 per hour.

Treasury Analyst - AI Trainer

DataAnnotation

Aurora, IL • Remote

$50 - $100/hr

Contractor

Re-posted 13 days ago

Job description

About the job:

DataAnnotation is committed to creating high-quality AI. Enjoy the flexibility of remote work and the freedom to set your own schedule. This is an opportunity to work with us as an independent contractor.

We're currently expanding into an exciting new area – teaching AI Assistant models to be a more useful tool for finance professionals. We're seeking experienced finance professionals with advanced degrees (MBA+) and professional experience to use their expertise to help shape how AI understands financial principles and decision-making.

In this role, you might:

• Review and improve AI Assistant answers to questions about macro trends, corporate finance, and capital markets

• Leverage your education and work experience to check the reasoning and accuracy of an AI Assistant's work

• Push the models with complex, real-world scenarios and edge cases to see where their reasoning holds up – and where it doesn’t.

• Share clear, structured feedback to help make each new version of the AI smarter and more reliable.

To succeed in this position, you should have expert-level financial reasoning and formal training in a finance-related discipline. A Master’s or PhD (completed or in progress) is strongly preferred. Relevant backgrounds include Financial Accounting, Investment Banking, Corporate Development, Wealth Management, and Insurance Planning.

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 diverse and complex problems and evaluate their outputs
  • Evaluate the quality produced by AI models for correctness and performance

Qualifications:

  • Fluency in English
  • Detail-oriented
  • Proficient in financial analysis, financial modeling, data analysis, and other reasoning exercises related to finance management
  • A current, in progress, or completed Master's and/or PhD 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 is an independent contractor position.

#finance

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