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Freelance Learning And Development Jobs in Chicago, IL

Onward Education

Special Education Teacher

Romeoville, IL

$51K - $67K/yr

Deliver specialized instruction aligned with state standards and student learning goals * Modify ... Knowledge of IDEA regulations, IEP development, and special education compliance requirements

Onward Education

Occupational Therapist

South Holland, IL

$37.25 - $49/hr

... learning and daily school routines. You'll work closely with educators and families to deliver ... Support development of fine motor skills (handwriting, cutting, classroom tools) * Address sensory ...

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All JobsLearning And Development JobsFreelance Learning And Development JobsFreelance Learning And Development Jobs in Chicago, IL

Freelance Learning And Development information

See Chicago, IL salary details

$15

$49

$136

How much do freelance learning and development jobs pay per hour?

As of Aug 1, 2026, the average hourly pay for freelance learning and development in Chicago, IL is $49.15, according to ZipRecruiter salary data. Most workers in this role earn between $25.00 and $63.65 per hour, depending on experience, location, and employer.

What are some common challenges faced by freelance learning and development professionals, and how can they be addressed?

Freelance learning and development professionals often face challenges such as securing consistent projects, adapting to diverse organizational cultures, and staying current with industry trends. Building a strong professional network and maintaining an up-to-date portfolio can help in finding new clients. Additionally, proactively engaging in continuous learning and leveraging feedback from clients can ensure your skills remain relevant and competitive. Communication and adaptability are key to successfully collaborating with different stakeholders and delivering effective learning solutions.

What are the key skills and qualifications needed to thrive as a Freelance Learning and Development Specialist, and why are they important?

To thrive as a Freelance Learning and Development Specialist, you need expertise in instructional design, adult learning principles, and curriculum development, often backed by a degree in education, HR, or a related field. Familiarity with e-learning authoring tools (such as Articulate Storyline or Adobe Captivate), Learning Management Systems (LMS), and relevant certifications like CPLP or ATD are highly valuable. Outstanding communication, project management, and adaptability help you engage clients and learners while managing multiple projects independently. These skills and qualifications are crucial for delivering impactful learning experiences, meeting diverse client needs, and maintaining a successful freelance business.

What is the difference between Freelance Learning And Development vs Freelance Instructional Designer?

AspectFreelance Learning And DevelopmentFreelance Instructional Designer
CredentialsRelevant certifications (e.g., CPLP, ATD)Instructional design certifications (e.g., CPT, ATD)
Work EnvironmentCorporate, organizational, or online training settingsEducational, corporate, or e-learning projects
Employer & Industry UsageUsed by companies for employee developmentUsed for designing learning materials and courses
Search & Comparison IntentYesYes

Freelance Learning And Development professionals focus on creating and implementing training strategies within organizations, often handling broader talent development initiatives. Freelance Instructional Designers primarily design and develop specific learning materials and courses. While both roles require similar certifications and work environments, their scope and focus differ, with L&D professionals emphasizing overall learning strategies and Instructional Designers concentrating on course creation.

What is a Freelance Learning and Development professional?

A Freelance Learning and Development (L&D) professional is an independent contractor who designs, delivers, and evaluates training programs for organizations or individuals. They often create customized learning materials, conduct workshops, and assess training effectiveness to help clients achieve their professional development goals. Unlike in-house L&D specialists, freelancers work with multiple clients and may specialize in areas such as leadership training, e-learning, or instructional design. Their flexible approach allows organizations to access specialized expertise as needed.
What are the most commonly searched types of Learning And Development jobs in Chicago, IL? The most popular types of Learning And Development jobs in Chicago, IL are:
What are popular job titles related to Freelance Learning And Development jobs in Chicago, IL? For Freelance Learning And Development jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Freelance Learning And Development jobs in Chicago, IL look for? The top searched job categories for Freelance Learning And Development jobs in Chicago, IL are:
Freelance Learning And Development jobs near you
Infographic showing various Freelance Learning And Development job openings in Chicago, IL as of July 2026, with employment types broken down into 100% Full Time. Highlights an 67% In-person, and 33% Remote job distribution, with an average salary of $102,222 per year, or $49.1 per hour.

Sales & Business Development Professionals - Leadership Education Focus (Career Pathway)

Pinnacle Way Of Life

Chicago, IL • On-site, Remote

Full-time

Re-posted 2 days ago

Job description

Sales & Business Development Professionals - Leadership Education Focus (Career Pathway)
Remote-Based | Performance-Based Compensation
About the Company
We partner with an established organization (20+ years) in Personal Development and Leadership Education, known for award-winning programs and high-end live events designed to strengthen clarity, confidence, emotional resilience, and purpose-driven success.
You know how to build trust quickly, qualify interest, and guide next steps.
But in many sales and BD roles, the pressure never really lifts-shifting targets, constant reporting, and limited flexibility even when you're producing results.
This career pathway is for sales and business development professionals who want to apply their consultative skills in an education + personal growth context, with a clear process and training provided.
WHO THIS FITS
Ideal for professionals with experience in:
  • Consultative sales, business development, relationship-based growth
  • Account management, client engagement, customer success
  • Education-adjacent spaces (training, learning, leadership development)

You'll likely do well here if you:
  • Value human-centered communication and long-term relationships
  • Are consistent with follow-through
  • Have a genuine interest in leadership education and personal growth

THE WORK
You'll support a structured engagement process in the Personal Development and Success Education space.
You will:
  • Speak with adults who have already expressed interest in growth
  • Ask qualifying questions, listen for alignment, and guide next steps
  • Use AI-assisted tools to streamline the process-while prioritizing human connection, trust, and thoughtful decision-making
  • Follow a clear process with training provided

This is not:
  • A call center or customer service role
  • Cold calling or high-volume outreach
  • High-pressure or quota-driven selling

ELIGIBILITY
  • Applicants must be currently based in the U.S. or Canada
  • Must be authorized to work in your country of residence
  • This is not a freelance or task-based contract
  • This is not a salaried or traditional employment role

Next Step
Apply only if this resonates.
Qualified applicants will complete a short questionnaire before an introductory conversation.
Skills (keywords): Sales, Business Development, Consultative Selling, Relationship Building, Discovery, Lead Qualification, Follow-Up, Communication, Client Engagement, Pipeline Management

Apply