Executive Director, Business Transformation

Posted Yesterday
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Chicago, IL, USA
In-Office
192K-356K Annually
Expert/Leader
Healthtech • Insurance
The Role
Leads enterprise-wide business transformation from opportunity identification and business case development through execution and sustained value realization. Designs and scales AI-, data-, and technology-enabled operating model changes, governs transformation investments, tracks ROI, partners with C-suite leaders, and builds high-performing transformation and change management teams.
Summary Generated by Built In

At HCSC, our employees are the cornerstone of our business and the foundation to our success. We empower employees with curated development plans that foster growth and promote rewarding, fulfilling careers.

Join HCSC and be part of a purpose-driven company that will invest in your professional development.

Job Summary

This position is responsible for designing AI- and technology-enabled transformations that materially improve performance and position the enterprise for long-term success. This role is responsible for the full transformation lifecycle—from opportunity identification and operating model design through execution and sustained value realization.
Operating as a trusted partner to Sr. Business and IT Leaders, the ED bridges strategy, business, and technology, ensuring transformation investments are tightly aligned to enterprise priorities and deliver measurable outcomes. The role also builds and leads a high-performing team of transformation and change management leaders and cultivates an innovation-led, execution-focused culture.

Job Responsibilities:

Enterprise Transformation Leadership

  • Drive end-to-end execution of enterprise-wide transformation initiatives, including opportunity identification, prioritization, business case development, delivery, and value realization
  • Translate strategic priorities into actionable transformation roadmaps with clear financial and operational outcomes

AI & Technology-Enabled Change

  • Identify, design, and scale AI-, data-, and technology-enabled solutions (including agentic and automation use cases) that fundamentally reshape how work gets done
  • Partner closely with technology and business leaders to integrate digital and AI capabilities into core operating models

Value & Investment Management

  • Shape and govern the transformation portfolio, ensuring investments are aligned to the enterprise strategy and deliver committed value
  • Ensure compelling business cases, clear ROI, and rigorous benefit tracking across initiatives

Senior Executive Partnership

  • Serve as a trusted thought partner to senior leaders, accelerating decisions, removing execution barriers, and aligning stakeholders across the enterprise
  • Act as a connective tissue between corporate strategy, business units, and technology teams

People & Capability Building

  • Build, lead, and develop a team of high-caliber transformation leaders
  • Foster a culture of accountability, innovation, and continuous improvement

Required Job Qualifications

  • Bachelor’s degree and 15 years professional work experience including experience at a top-tier consulting firm in strategy and/or large-scale Technology-enabled transformation roles or Advanced degree and 13 years professional work experience including experience at a top-tier consulting firm in strategy and/or large-scale Technology-enabled transformation roles
  • 10 years’ Experience leading a team and other people leaders
  • Senior leadership experience driving complex transformations within large, matrixed organizations
  • Proven ability to lead cross-functional, enterprise-scale initiatives with measurable business impact
  • Exceptional executive presence with a demonstrated ability to influence at the C-suite level

Preferred Job Qualifications

  • Strong Technology and AI foundation, including experience with digital agents and agentic automation
  • Healthcare, insurance, or highly regulated industry experience
  • Track record of building and scaling transformation or innovation capabilities inside an enterprise

Are you being referred to one of our roles? If so, ask your connection at HCSC about our Employee Referral process!

Pay Transparency Statement:

At Health Care Service Corporation, you will be part of an organization committed to offering meaningful benefits to our employees to support their life outside of work. From health and wellness benefits, 401(k) savings plan, pension plan, paid time off, paid parental leave, disability insurance, supplemental life insurance, employee assistance program, paid holidays, tuition reimbursement, plus other incentives, we offer a robust total rewards package for employees.  Learn more about our benefit offerings by visiting https://careers.hcsc.com/totalrewards.

The compensation offered will vary depending on your job-related skills, education, knowledge, and experience. This role aligns with an annual incentive bonus plan subject to the terms and the conditions of the plan.

HCSC Employment Statement:

We are an Equal Opportunity Employment employer dedicated to providing a welcoming environment where the unique differences of our employees are respected and valued. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, protected veteran status, or any other legally protected characteristics.

Base Pay Range$191,500.00 - $355,600.00

Exact compensation may vary based on skills, experience, and location.

Skills Required

  • Bachelor's degree and 15 years of professional work experience, including experience at a top-tier consulting firm in strategy and/or large-scale technology-enabled transformation roles
  • Alternatively, an advanced degree and 13 years of professional work experience, including experience at a top-tier consulting firm in strategy and/or large-scale technology-enabled transformation roles
  • 10 years of experience leading a team and other people leaders
  • Senior leadership experience driving complex transformations within large, matrixed organizations
  • Proven ability to lead cross-functional, enterprise-scale initiatives with measurable business impact
  • Exceptional executive presence with demonstrated ability to influence at the C-suite level
  • Strong technology and AI foundation, including experience with digital agents and agentic automation
  • Healthcare, insurance, or highly regulated industry experience
  • Track record of building and scaling transformation or innovation capabilities inside an enterprise

Health Care Service Corporation Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Health Care Service Corporation and has not been reviewed or approved by Health Care Service Corporation.

  • Retirement Support A pension plan alongside a matching 401(k) is offered, an uncommon combination in the private sector. This combination is described as a standout element that helps retain employees.
  • Healthcare Strength Healthcare options are broad, with multiple medical, dental, and vision choices, wellness incentives, and access to resources like on-site fitness centers and an EAP. These offerings add meaningful value beyond base pay.
  • Parental & Family Support Paid parental leave (up to six weeks at full pay after one year), adoption assistance, and mothers’ rooms are available. These supports reinforce family needs alongside work commitments.

Health Care Service Corporation Insights

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The Company
HQ: Chicago, IL
13,563 Employees

What We Do

Imagine Something New, Something Different. Health Care Service Corporation, a Mutual Legal Reserve Company (HCSC), is the largest customer-owned health insurer in the nation and the fourth largest overall. Operating through our Blue Cross and Blue Shield Plans in Illinois, Montana, New Mexico, Oklahoma and Texas (as well as a variety of affiliates and subsidiaries,) we are expanding access to high-quality, cost-effective health care. We are equipping members with information and tools so they can make the best health care decisions for themselves and their families. HCSC is continuously recognized as an employer committed to community, diversity and inclusion, training and development. HCSC is committed to pioneering the health care space in ways as effective as they are creative. If you are passionate about the impact you want to have through your work, with a desire to apply innovative thinking to new and emerging challenges, we encourage you to learn more about HCSC. Learn about what we stand for, how we work and the difference we’re making in the lives of our 15 million members. Join HCSC and discover what new ways of thinking can mean for you, your community, our customers and our organization. Divisions of Health Care Service Corporation, a Mutual Legal Reserve Company, an Independent Licensee of the Blue Cross and Blue Shield Association.

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