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 16,000 healthcare professionals and team members at more than 1,200 health and wellness offices across 46 states in four distinct categories: Dental care, urgent care, medical aesthetic, and animal health. Working in partnership with independent practice owners and clinicians, the team is united by a single purpose: to prove that health care can be better and smarter for everyone. TAG provides a comprehensive suite of centralized business support services that power the impact of multiple consumer-facing brands: Aspen Dental, Motto Clear Aligners, and ClearChoice Dental Implant Centers which together are “TAG Dental”, as well as WellNow Urgent Care, Chapter Aesthetic Studio, and Lovet. 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.
We are seeking a strong Chief of Staff – Clinical. This Chief of Staff will report to the Chief Clinical Officer (CCO) and will drive strategy, prioritization, alignment, and planning for all key TAG Dental initiatives. This leader will work with stakeholders to develop and implement plans across the organization. This role is not only critical to delivering the best possible experience for our customers, but also instrumental for helping TAG continually achieve high levels of efficiency, growth, innovation, and employee engagement.
As a key leader sitting between our clinical and operational teams, this role reports directly to the CCO, and strongly influence strategy, process, and direction within that organization, including:
- Drive the cross-functional strategic planning process across the TAG Dental business lines, including defining goals and metrics, setting priorities, and determining the right investments in resources and technology
- Work with leaders to drive performance across all business lines, including diagnosing performance, prioritizing actions, ensuring the team is focused on the right things and tracking progress and results
- Project management of cross-functional teams in support of TAG Dental initiative development, execution and ongoing evaluation
- Work with CCO in the preparation of materials for the Executive Team or Board of Directors on TAG Dental performance
- Being highly flexible – a strong independent worker, but also able and willing to exert strong influencer skills, work on the front line of strategic opportunities, with an aptitude to execute on leadership vision within the market.
- Could be called on by the Strategy and Business Development organization as a resource to evaluate new areas for investment from a TAG Dental perspective
- Assist in managing CCO communications, external partnerships and stakeholders.
- Serve as proxy to the CCO, including attending meetings in place of the CCO and representing CCO by email and phone calls with internal and external stakeholders
- Identify and lead high-profile strategic clinical projects and define and research new ideas and initiatives
- Provide decision support through data gathering, information analysis, and present considerations to relevant stakeholders
- Represent CCO in meetings, by email, and phone calls with internal and external stakeholders
- Assess all inquiries directed to the CCO, determine priority level and appropriate course of action.
- Vet requests for time and monitor information flow, ensuring CCO’s involvement in a project or decision-making process at the right moment
- Collaborate with Clinical organization leaders on strategic staffing including identifying talent, developing job descriptions, and assisting in the interview process
CORE COMPETENCIES
The Chief of Staff is hands on – not afraid to roll up their sleeves and get projects done – and approaches work with a data-driven, analytical mindset. The Chief of Staff is responsible for ensuring that projects he/she is involved with are approached with an enterprise mindset, have been pressure tested with the appropriate business owners, and have been analyzed critically and thoughtfully, taking different business environments and operating scenarios into account. The Chief of Staff acts as a consultant which requires close partnership with business and functional leaders and employees throughout the organization. The Chief of Staff must ensure that projects appropriately capture the resident knowledge and experiences of subject matter experts throughout the organization, synthesize and translate that expertise in combination with his/her data-driven analysis into actionable recommendations in support of business objectives.
- Impact Player: Off the chart collaboration, influencer, presentation, and project management capabilities
- Customer Focus: Is dedicated to meeting the expectations and requirements of internal and external customers
- Accountability: Can be counted on to exceed goals successfully; is constantly and consistently one of the top performers; steadfastly pushes self and others for results
- Culture 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
Requirements:
- Education Level: Bachelor’s degree required; MBA preferred
- 3-5 years relevant professional experience in strategy/management consulting
- 5-10 years of experience in strategic planning at the intersection of product, customer experience and technology, that includes a strong element of project management
- At least 5-year experience working on and driving highly visible, highly impactful cross-functional projects
- Must be intellectually curious, inquisitive, thoughtful, and a good listener
- Must demonstrate critical thinking skills with an ability to creatively develop varied solution sets to multidimensional problems
- Strong organizational skills and ability to multi-task several complex projects with the flexibility to be proactive in a fast pace, ever changing environment
- Strong interpersonal skills with an ability to lead through influence as well as collaborate across functional areas
- Resourceful and motivated self-starter
- Analytical & Word Processing skills: Must demonstrate advanced command of MS Office applications (Excel, PowerPoint, Word) at the level of business case model building and preparing written memos and presentations for an executive-level audience
- Presentation & Communication skills: must be able to (i) communicate (both written and oral) in a clear, concise, articulate fashion and (ii) when presenting work, demonstrate clear, concise articulation of proposed actions, illustrating opportunity, alternatives, considerations, recommendations and associated economics
- Ability to travel as necessary (~10%)
Salary: $195,000-240,000/year + 25% performance bonus
*This role is onsite 4 days/week in our Chicago office (Fulton Market District)
Skills Required
- Bachelor's degree
- MBA
- 3-5 years of relevant professional experience in strategy or management consulting
- 5-10 years of experience in strategic planning at the intersection of product, customer experience, and technology, including project management
- At least 5 years of experience driving highly visible, high-impact cross-functional projects
- Critical thinking and creative problem-solving skills
- Strong organizational skills and ability to manage multiple complex projects
- Strong interpersonal skills and ability to lead through influence
- Resourcefulness and self-motivation
- Advanced Microsoft Office skills, including Excel, PowerPoint, and Word
- Executive-level presentation, written communication, and oral communication skills
- Ability to travel as necessary, approximately 10%
TAG - The Aspen Group Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about TAG - The Aspen Group and has not been reviewed or approved by TAG - The Aspen Group.
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Healthcare Strength — Multiple medical plan choices with defined costs, HSA support, and accessible plan documents indicate a robust health offering. Distinctive features like GLP‑1 coverage on the HSA plan and clear SBCs add clarity for election decisions.
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Retirement Support — A clearly outlined 401(k) program features an immediately vested employer match with explicit eligibility timing. Consistent references to the plan and enrollment resources across brand sites underscore ease of access.
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Affordable Benefits — Dental-care discounts through the Aspen Dental network—free preventive services and reduced rates for procedures—help lower out‑of‑pocket costs. Additional perks like brand discounts and pet insurance can further stretch total value for some roles.
TAG - The Aspen Group Insights
What We Do
When we helped launch Aspen Dental, we set out to break down the barriers that made it hard for patients to keep up with their dental health — affordability, transparency, and access. We knew the key to better patient care started with the provider, so we changed how the dental business worked. We built new relationships, expertise, and tools to help dentists run their businesses more effectively and better care for their patients. Fast forward, and over 25 years later, we support more than 1000 Aspen Dental locations—by doing so, we are proud to say we have changed access to dental care nationwide. But there’s more work to do. Healthier, happier smiles were just our beginning. We came together to launch TAG – The Aspen Group, officially expanding beyond dental and embracing a new vision. By bringing together Aspen Dental, Chapter, ClearChoice, WellNow, and Lovet into one family of brands, we set out to achieve one simple goal together: to bring better healthcare to more people - because we believe in a future where health and wellness is accessible for all. With that mission in mind, TAG now supports over 5,300 clinicians across more than 1,400 locations. While our vision is now broader, how we achieve it remains the same. The best care starts with the provider - and TAG exists to power them so they can meet patients where they are, no matter their specialty, and deliver better care. Because we know that at the end of the day, better healthcare is simple — empower the provider and their teams, and the rest will follow. United as one group, we’re not just breaking down barriers; today, we’re breaking through. We’re challenging the status quo. Together, we can prove healthcare can be better for both providers and patients. Together, we can bring better healthcare to more people.
Why Work With Us
TAG - The Aspen Group employs and/or supports over 25,000 healthcare professionals and team members at more than 1,400 health and wellness offices across 46 states in four distinct categories: Dental care, urgent care, medical aesthetics, and animal health. Every day we wake up to empower providers to do what they do best: focus on the patient.
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