Director, Sales Enablement
New Today
The Aspen Group (TAG) is one of the largest and most trusted retail healthcare business support organizations in the and has supported over 20,000 healthcare professionals and team members with close to 1,500 health and wellness offices across 48 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, WellNowUrgent Care, Chapter Aesthetic Studio, and Lovet Pet Health Care. 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 as Director, Sales Enablement.
The Director of Sales Enablement is a strategic leader responsible for building and executing a high-impact enablement program that empowers our sales teams to consistently deliver strong performance and an exceptional end-to-end consumer experience . This role sits at the intersection of sales, marketing, operations, learning and development and customer experience—ensuring teams are aligned, informed, and equipped to meet business goals while delivering value at every customer touchpoint.
Core Competencies:
Cross-functional Leadership - Is able to lead and drive a strategic initiative across many key stakeholders.
Customer Focus — Is dedicated to meeting the expectations and requirements of internal and external customers.
Drive for Results — Can be counted on to exceed goals successfully; is constantly and consistently one of the top performers; very bottom-line oriented; steadfastly pushes self and others for results.
Ethics and Values — Adheres to an appropriate and effective set of core values and beliefs during both good and bad times; acts in line with those values.
Managing Vision and Purpose — Is optimistic; can inspire and motivate vision and sense of core purpose.
PSC Director Competencies:
Building Organizational Talent – Establishing systems and processes to attract, develop, engage, and retain talented individuals; creating a work environment where people can realize their full potential, thus allowing the organization to meet current and future business challenges.
Compelling Communication – Clearly and succinctly conveying information and ideas to individuals and groups; communicating in a focused and compelling way that captures and holds others’ attention.
Emotional Intelligence – Establishing and sustaining trusting relationships by accurately perceiving and interpreting one’s own and others’ emotions and behavior in the context of the political environment; leveraging insights to effectively manage one’s own responses and reactions.
Innovation – Generating innovative solutions in work situations; trying different and novel ways to deal with work problems and opportunities.
Leadership Disposition – Attends to the needs and feelings of others to develop effective working relationships; takes a structured approach to managing self and others; exhibits leadership qualities that elicit the trust of others; rapidly learns and applies new job-related information; demonstrates a continuous learning orientation
Essential Responsibilities:
Drive Sales Performance:
Equip sales teams with the tools, training, and support they need to achieve their target and increase productivity.
Enhance Consumer Experience:
Ensure teams are trained to deliver a consistent, high-quality experience at every step of the customer journey—from consultation to post-sale.
Drive Training & Onboarding:
Work cross functionally to help create engaging onboarding and ongoing learning programs that focus on skills, product knowledge, and customer engagement.
Develop Sales Content:
Create and manage playbooks, talk tracks, and selling tools that align with buyer needs and sales strategy.
Optimize Tools & Processes:
Improve workflows and drive adoption of various tools and programs.
Measure Impact:
Track KPIs that measure both financial success and the consumer experience to improve enablement efforts.
Collaborate Across Teams:
Work closely with sales, marketing, product, learning and development and operations to ensure alignment and effectiveness of go-to-market strategies
What Success Looks Like:
Faster Ramp-Up of new programs and teams: New initiatives and strategies introduced and scaled with speed and efficacy. New hires achieve full productivity significantly faster through improved onboarding.
Performance Impact: Higher budget attainment, greater value per patient and the ability to help more patients say YES to care.
Consistent Consumer Experience: Sales teams deliver a branded, high-quality experience reflected in stronger Google and NPS results.
Aligned Teams: Sales, marketing, product, and operations operate from shared playbooks and processes, reducing friction.
Tool & Content Adoption: Enablement tools and resources are widely used, with adoption rates exceeding targets.
Trusted Partnership: Sales and operations leaders rely on enablement as a strategic driver of field readiness and business results.
Requirements/Qualifications:
Bachelor’s degree, in Business Administration or related field; MBA preferred
12+ years in sales enablement, training, sales operations, or sales leadership, with at least 5 years in a management or director-level role.
Proven success building or scaling enablement programs that drive sales performance, improve customer and team member experience.
Strong team leadership, coaching, and cross-functional collaboration skills.
Ability to think strategically and identify opportunities to grow and improve the business using new and existing technologies and platforms.
Deep knowledge of sales training methodologies, onboarding best practices, and adult learning principles.
Ability to embed the voice of the customer and brand standards into sales enablement programs.
Comfortable using performance data and KPIs to drive decisions and measure impact.
Experience with CRM and enablement platforms (, Salesforce or alternative)
Excellent verbal and written communication skills; able to influence at all levels of the organization.
Base Pay Range: $180,400-$225,000 annually with annual bonus(Actual pay may vary based on experience, performance, and qualifications.)
A generous benefits package that includes paid time off, health, dental, vision, and 401(k) savings plan with match.
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- Location:
- Chicago
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