Overview
Senior Manager of Learning and Development Optimization & Continuous Improvement – Learning Technology . Jobs in Chicago, IL at The Aspen Group
Title: Senior Manager of Learning and Development Optimization & Continuous Improvement – Learning Technology .
Company: The Aspen Group
Location: Chicago, IL
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 L&D team at TAG as a Senior Manager of Learning and Development Optimization & Continuous Improvement (Analytics)
.
The Senior Manager of Learning and Development Optimization & Continuous Improvement is responsible for executing, measuring, and continuously improving learning solutions that support business performance across TAG’s emerging brands. Reporting to the Senior Director of Learning and Development Optimization, this role focuses on program optimization, analytics, design strategy, and delivery excellence—ensuring learning initiatives are effective, scalable, and aligned to business prioritie
s.
This role also owns end-to-end project management of learning initiatives within assigned portfolios, including planning, scoping, timeline management, resource coordination, and stakeholder communication. The Senior Manager ensures strong execution discipline across the full lifecycle—intake, design, development, deployment, and evaluation—driving on-time, high-quality delivery of learning solutio
ns.
As a key contributor within the Learning and Development organization, the Senior Manager partners with L&D colleagues, HR, and functional stakeholders to assess development needs, analyze learning impact, and recommend improvements. This role plays a critical part in strengthening intake rigor, prioritization, and governance, ensuring efforts are aligned to business impact and team capac
ity.
With a strong focus on continuous improvement, the Senior Manager evaluates program effectiveness using data, learner feedback, and business input to identify opportunities for optimization. This includes refining content, improving learner experience, increasing engagement, and enhancing scalability of solutions. The role is responsible for translating insights into actionable recommendations and driving iterative improvements that elevate overall program quality and effective
ness.
The Senior Manager is a strong performance consultant with a hands-on mindset—comfortable working directly in learning systems, analyzing data, improving content, and supporting stakeholders. Operating in a fast-paced, growth-oriented environment, this role helps ensure learning investments are well-managed, continuously optimized, and drive meaningful, measurable re
sults.
Essential Responsibi
- lities:Lead Optimization Needs Assessments for Assigned Fu
- nctionsPartner with L&D, HR, and business leaders to assess optimization needs within supported teams. Synthesize qualitative and quantitative insights to identify gaps, root causes, and opportunities, and translate findings into prioritized, impact-driven recommendations that inform L&D roadmaps and continuous improvement e
- fforts.Execute Learning Optimization Init
- iativesDrive execution of learning optimization strategies aligned to the broader L&D vision. Manage initiatives as structured projects—defining scope, success metrics, timelines, and milestones—while identifying opportunities to improve learner engagement, content effectiveness, and program scala
- bility.Enable Program Evaluation & Continuous Improvement Cap
- abilityLead and support the development of continuous improvement practices across the L&D team by guiding evaluation of program effectiveness using participation data, learner feedback, and business performance inputs. Build team capability in identifying trends, conducting root cause analysis, and implementing iterative enhancements to improve relevance, learner experience, adoption, and measurable outcomes ove
- r time.Enable Program Delivery Excellence & Build Project Management Cap
- abilityLead end-to-end project management across design, development, deployment, and facilitation while elevating team capability in project management rigor. Establish and model best practices including clear project planning, timeline and dependency management, risk mitigation, and stakeholder communication. Coach and support L&D team members in adopting consistent tools, frameworks, and operating rhythms to drive high-quality, on-time delivery and sustained operational exce
- llence.Analyze Learning Data & Provide I
- nsightsCollect, analyze, and interpret learning metrics (engagement, completion, satisfaction, application, and impact). Translate data into actionable insights, identify optimization opportunities, and provide regular, data-driven recommendations to L&D and business lead
- ership.Support Learning Technology Optim
- izationPartner with LMS administrators and vendors to enhance system functionality, user experience, and content accuracy. Monitor usage trends, identify system-related barriers, and drive continuous improvements to increase adoption and effectiveness of learning techno
- logies.Serve as a Senior Learning
- PartnerAct as a trusted advisor to assigned business areas, aligning learning solutions to evolving skill, performance, and engagement needs while reinforcing a culture of continuous learning and impro
- vement.Mentor & Model Best Pr
- acticesProvide guidance and informal mentorship to junior team members. Promote best practices in project management, continuous improvement, facilitation, and stakeholder engagement to elevate overall team capa
bility.
Requirements/Qualific
- ations: Bachelor’s degree or; Master’s degree preferred. Equivalent experience in Learning Optimization and Solution Design may be considered in lieu of an advanced
- degree.7+ years of experience in learning and development, instructional design, or learning and development program opti
- mization3+ years of experience leading projects and mentorin
- g othersStrong experience managing medium- to large-scale learning initiatives from intake through implementation, using project management tools and structured method
- ologies.Solid business acumen with the ability to align learning solutions to operational priorities and articulate impact in measurable busines
- s terms.Strong understanding of adult learning principles and instructional design methodologies, with the ability to guide team members in applying them effe
- ctively.Experience using data and analytics to evaluate learning effectiveness and recommend optimization impro
- vements.Ability to consult with senior leaders and functional partners to identify capability gaps and translate business needs into practical learning so
- lutions.Strong stakeholder management skills with the ability to influence across departments and
- levels.Comfortable balancing strategic direction with hands-on involvement in a fast-paced, evolving envi
- ronment.Willingness to travel as
needed.
Salary starting at $130,600 with a 15% Bonus opp
ortunity.