Executive Director Business Transformation

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Chicago, IL, USA
In-Office
Healthtech • Insurance
The Role

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

The Executive Director of Transformation Execution is a senior enterprise leader responsible for designing and delivering 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.
Key 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
o Translate strategic priorities into actionable transformation roadmaps with clear financial and operational outcomes
• AI & Technology-Enabled Change
o Identify, design, and scale AI-, data-, and technology-enabled solutions (including agentic and automation use cases) that fundamentally reshape how work gets done
o Partner closely with technology and business leaders to integrate digital and AI capabilities into core operating models
• Value & Investment Management
o Shape and govern the transformation portfolio, ensuring investments are aligned to the enterprise strategy and deliver committed value
o Ensure compelling business cases, clear ROI, and rigorous benefit tracking across initiatives
• Senior Executive Partnership
o Serve as a trusted thought partner to senior leaders, accelerating decisions, removing execution barriers, and aligning stakeholders across the enterprise
o Act as a connective tissue between corporate strategy, business units, and technology teams
• People & Capability Building
o Build, lead, and develop a team of high-caliber transformation leaders

JOB REQUIREMENTS:
* Bachelor s degree and 15 years of experience in one of the following OR Masters Degree and 3 years of experience in one of the following:
* 5 years experience in strategic consulting or strategic projects at a top tier consulting firm
* Combination of corporate/business experience with at least 3 years management or strategic consulting firm experience
* Substantially equivalent role in a large and complex organization;
* 10 years of management or leadership experience
* Expertise in developing strategic insight and long-term roadmaps
* Ability to simplify & standardize complex concepts / processes and tie together solutions across systems
* Capable of coordinating complex, cross-functional efforts to drive tangible results
* An out-of-the-box thinker with a pragmatic mindset, with experience progressing ideas into products and outcomes
* Strong analytical, organizational, outcome-oriented, and project management skills
* Strong interpersonal and communication skills to present ideas, foster collaboration and resolve conflicts
* Ability to influence, prioritize, and make trade-offs
* Adaptability / ability to manage change
* Consultative problem-solving / analytical thinking and smart risk taking

*Overseeing the annual budget and allocating resources for various projects and operational needs.

*Translating needs and initiatives into compelling business cases.

*Conducting cost-benefit analyses to justify investments and ensure ROI.

PREFERRED JOB REQUIREMENTS:
* Preferred - Previous healthcare transformation and/or innovation experience

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.

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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