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Director Learning Development Jobs in Chicago, IL

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Director Learning Development information

See Chicago, IL salary details

$44.8K

$117K

$189.5K

How much do director learning development jobs pay per year?

As of Aug 9, 2026, the average yearly pay for director learning development in Chicago, IL is $117,048.00, according to ZipRecruiter salary data. Most workers in this role earn between $93,200.00 and $136,500.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a director of learning and development?

To thrive as a Director of Learning and Development, you need expertise in instructional design, organizational development, and adult learning theory, often supported by a degree in education, HR, or a related field. Familiarity with learning management systems (LMS), e-learning authoring tools, and certifications like CPLP or SHRM-CP is typically required. Strategic thinking, leadership, and strong communication skills help you drive change and foster a culture of continuous learning. These skills and qualities are crucial for aligning learning initiatives with business goals and ensuring workforce development.

What is the difference between Director Learning Development vs Learning and Development Manager?

AspectDirector Learning DevelopmentLearning and Development Manager
CredentialsTypically requires a bachelor’s degree in education, HR, or related field; often prefers advanced certifications like CPLP or ATD certificationsSimilar educational background; certifications like CPLP or ATD are common but less frequently required
Work EnvironmentStrategic leadership role overseeing multiple teams or departments, involved in high-level planningOperational role focused on implementing training programs and managing teams
Employer & Industry UsageUsed in large organizations across various industries, especially where training is a strategic priorityCommon in organizations of all sizes, often as a mid-level position within HR or Learning departments

The main difference between a Director Learning Development and a Learning and Development Manager lies in scope and seniority. The Director typically leads strategic initiatives and manages multiple teams, while the Manager focuses on executing training programs and day-to-day operations. Both roles require similar credentials but differ in responsibilities and organizational level.

What are the most common challenges faced by a director of learning and development when implementing new training programs across an organization?

One of the main challenges for Directors of Learning and Development is gaining buy-in from both leadership and employees for new training initiatives. Balancing diverse learning needs across different departments while ensuring consistency in delivery can also be complex. Additionally, measuring the effectiveness of programs and demonstrating their impact on business outcomes often requires careful planning and ongoing evaluation. Successful Directors typically overcome these challenges through strong communication, collaboration with stakeholders, and leveraging data-driven approaches to tailor and refine development strategies.
What are the most commonly searched types of Learning Development jobs in Chicago, IL? The most popular types of Learning Development jobs in Chicago, IL are:
What are popular job titles related to Director Learning Development jobs in Chicago, IL? For Director Learning Development jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Director Learning Development jobs in Chicago, IL look for? The top searched job categories for Director Learning Development jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Director Learning Development jobs? Cities near Chicago, IL with the most Director Learning Development job openings:
Director Learning Development jobs near you
Infographic showing various Director Learning Development job openings in Chicago, IL as of July 2026, with employment types broken down into 100% Full Time. Highlights an 33% Hybrid, and 67% Remote job distribution, with an average salary of $117,048 per year, or $56.3 per hour.

Senior Manager, Learning Development, Practice Performance Sales

Aspen Dental

Chicago, IL • On-site

Full-time

Re-posted 27 days ago

Aspen Dental rating

6.3

Company rating: 6.3 out of 10

Based on 464 frontline employees who took The Breakroom Quiz

670th of 887 rated healthcare providers

Job description

The Aspen Group (TAG) is one of the largest and most trusted retail healthcare business support organizations in the U.S. and has supported over 20,000 healthcare professionals and team members with close to 1,500 health and wellness offices across 50 states in four distinct categories: dental care, urgent care, medical aesthetics, and animal health. Working in partnership with independent practice owners and clinicians, the team is united by a single purpose: to prove that healthcare can be better and smarter for everyone. TAG provides a comprehensive suite of centralized business support services that power the impact of five consumer-facing businesses: Aspen Dental, ClearChoice Dental Implant Centers, WellNow Urgent Care, Chapter Aesthetic Studio, and AZPetVet. Each brand has access to a deep community of experts, tools and resources to grow their practices, and an unwavering commitment to delivering high-quality consumer healthcare experiences at scale.
As a reflection of our current needs and planned growth we are very pleased to offer a new opportunity to join our dedicated team at Aspen Dental as a Senior Manager, Learning and Development Practice Performance Sales.
Job Summary:
The Senior Manager of Practice Performance Sales is a key member of the Learning & Development team, responsible for designing and delivering learning solutions that strengthen sales capability across Aspen Dental. Reporting to the Director of L&D, Practice Performance Sales, this role partners closely with Sales Enablement, Operations, HR, and broader L&D teams to ensure that team members at all levels have the knowledge, skills, and confidence to succeed.
This leader brings a strong background in sales learning and development and excels at translating business needs into scalable, effective learning solutions. They balance strategy and execution-leading impactful programs while remaining hands-on in the design, facilitation, and evaluation of learning experiences.
Essential Responsibilities:
Learning Strategy & Design
  • Partner with Sales Enablement to understand development needs, including sales capability, operations skills, leadership, and business management.
  • Design and deliver role-based learning journeys for PCC and Sales Coaches.
  • Design and deliver sales learning for Doctors, OMs, OLs and field leaders.
  • Develop programs and tools leveraging formal training, coaching, digital, and experiential learning.

Program Delivery & Culture
  • Manage end-to-end design, facilitation, implementation, and sustainment of learning programs.
  • Drive a culture of learning embedding L&D into daily operations.
  • Lead and coach L&D professionals, ensuring alignment, quality, and measurable results.

Measurement & Continuous Improvement
  • Evaluate programs for effectiveness and alignment with business goals.
  • Use data and analytics to track impact, iterate solutions, and inform decision-making.
  • Research and apply best practices in sales learning and development.

Collaboration & Partnership
  • Serve as a trusted partner to Sales Enablement, Field leaders and HR teams.
  • Advocate for learner needs and adapt programs to different audiences.
  • Support broader organizational L&D initiatives as needed.
  • Other duties as assigned.

Requirements/Qualifications:
  • Bachelor's degree required; advanced degree preferred.
  • 7+ years of progressive L&D experience, ideally in a distributed, fast-paced organization.
  • 3+ years leading a team of L&D professionals.
  • Proven experience in sales learning and development, including building role-based sales capability programs.
  • Strong knowledge of adult learning theory, digital learning, micro-learning, and blended approaches.
  • Strong data analytics capabilities for evaluating program impact.
  • Experience consulting with senior leaders and influencing at multiple levels.
  • Excellent facilitation skills in small and large groups, across multiple modalities.
  • Experience in healthcare, DSOs, or related industries preferred.
  • Ability to travel as needed.
  • This position is onsite at our Learning Center HQ's 800 West Fulton Market

Starting salary $119,000 + 15% bonus opportunity!

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