Director, People Analytics & Artificial Intelligence

The Aspen Group (TAG) is one of the largest and most trusted retail healthcare business support organizations in the U.S., supporting over 23,000 healthcare professionals and team members at more than 1,150 locations across 48 states. Our five supported healthcare practices operate under the brands Aspen Dental, ClearChoice, WellNow, Chapter Aesthetic Studio, and Lovet. We’re committed to enabling healthcare professionals to focus on patient care while we handle the business operations that support them.

Position Summary

The Director of People Analytics & Artificial Intelligence will build and lead TAG’s next generation people insights and AI strategy. Reporting directly to the CHRO, this role will transform how we use workforce data, predictive analytics, and artificial intelligence to drive business performance across our multi-brand healthcare organization.

This leader will own the vision, strategy, governance, and execution of people analytics and AI initiatives delivering actionable insights, enabling data-driven decision-making, and deploying intelligent automation that improves workforce productivity, engagement, and outcomes. This is a high-impact, enterprise-level role at the intersection of HR, technology, and business strategy.

Key Responsibilities

• Develop and execute TAG’s enterprise people analytics roadmap aligned to business strategy.
• Build predictive and prescriptive models to support workforce planning, attrition risk, labor optimization, recruiting effectiveness, productivity, and engagement.
• Create executive dashboards, brand dashboards, and board ready analytics tied to business KPIs (talent acquisition metrics, retention, predictive analytics, labor efficiency, etc.)
• Partner with Finance, Operations, IT, and Brand HR leaders to embed analytics into decision-making.

Artificial Intelligence in HR

• Lead the development and governance of AI-enabled HR solutions (e.g., intelligent recruiting tools, workforce planning models, employee self-service agents, automated case management, talent insights).
• Identify and pilot emerging AI use cases across the employee lifecycle.
• Ensure responsible AI practices, compliance, and ethical guardrails.
• Partner with IT and Legal on data security, governance, and regulatory alignment.
• Build predictive models for turnover, provider productivity, staffing demand, and succession risk.
• Develop scenario planning capabilities for multi-brand workforce strategies.
• Deliver labor optimization insights across clinical and support functions.
• Support M&A integration analytics and due diligence workforce modeling.

Data Infrastructure & Governance

• Oversee HR data architecture in partnership with HRIS and IT.
• Establish enterprise data definitions, integrity standards, and governance processes.
• Ensure seamless integration between Workday and other enterprise systems.
• Improve reporting automation and reduce manual reporting processes.
• Build and lead a high-performing People Analytics and AI team.
• Lead center of excellence model supporting all brands across TAG.
• Develop internal capabilities in data literacy across HR leadership.

Executive Partnership

• Serve as a strategic advisor to the CHRO and the People Leadership Team
• Present insights to senior leadership and private equity stakeholders as needed
• Translate complex data into compelling business narratives.

Qualifications

Required

• 8–12+ years of experience in people analytics, workforce strategy, data science, or HR technology.
• Experience leading analytics strategy in a complex, multi‑unit or healthcare environment preferred.
• Strong expertise in predictive modeling, workforce analytics, and AI applications.
• Experience with Workday and enterprise HR systems.
• Demonstrated ability to influence executive stakeholders.
• Proven team leadership experience.

Preferred

• Background in healthcare, retail healthcare, dental, medical, or multi‑site services.
• Experience in a private equity‑backed organization.
• Advanced degree in Data Science, Statistics, Economics, Industrial-Organizational Psychology, HR, or related field.
• Familiarity with Python, R, SQL, Power BI, Tableau, or similar tools.
• Strategic thinker with strong business acumen
• Highly analytical and intellectually curious
• Builder mentality — comfortable creating from the ground up
• Technologically fluent with strong AI awareness
• Strong communicator who simplifies complexity
• High ethical standards regarding AI and data use

Success in this role will result in:

• Measurable improvement in retention and workforce productivity
• Predictive visibility into staffing and labor risks
• AI‑enabled efficiency across the HR function
• Executive‑level workforce intelligence embedded into enterprise decision‑making
• Scalable analytics infrastructure supporting TAG’s growth

Why Join The Aspen Group?

At TAG, we are committed to fostering a high-performance culture that values innovation, collaboration, and excellence. This role provides an opportunity to shape the future of HR at a leading organization, making a meaningful impact on both employees and business success.

*This role is onsite 4 days/week in our Chicago office (Fulton Market District)

• A generous benefits package that includes paid time off, health, dental, vision, and 401(k) savings plan with match

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