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Associate General Counsel - Pharmacy

Health Care Service Corporation · Chicago, IL · $146,700–$272,400 a year · Full time

Posted Aug 20, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a time your legal advice was not what the business wanted. How did you handle it?

What they are checking: Whether they can hold a legal position while keeping the trust of business partners.

How do you prioritize when several business teams all need your review this week?

What they are checking: Workload judgment and communication when legal capacity is limited.

Tell me about a complex regulatory issue you explained to non-lawyers.

What they are checking: Whether they can explain law in plain language, since advice only helps if business teams understand and act on it.

What would you do

A business leader wants to launch a new pharmacy program quickly and asks if it is legal. How do you give advice that is actionable?

What they are checking: Ability to say how to do something lawfully instead of only listing risks.

A new state law takes effect in 60 days and changes how pharmacy claims must be handled. How do you lead the implementation from the legal side?

What they are checking: Ability to translate a statute into clear requirements for operations teams on a deadline.

How do you decide when an issue needs to go up to the Managing Counsel?

What they are checking: Judgment about risk level and escalation while still working independently.

About the work

What are the main state and federal regulatory issues you see facing pharmacy benefit management today?

What they are checking: Current knowledge of PBM regulation, including transparency, spread pricing and state reporting rules.

HCSC operates in Illinois, Montana, New Mexico, Oklahoma and Texas. How would you track and compare PBM laws across those states?

What they are checking: A practical system for multistate regulatory work rather than handling each state from scratch.

How would you review a contract amendment with a pharmacy benefit manager, and which terms would you focus on?

What they are checking: Practical knowledge of PBM contract terms such as rebates, audit rights and pricing guarantees.

How do Medicare Part D rules affect pharmacy programs differently than commercial plans?

What they are checking: Understanding of federal program requirements that shape pharmacy operations.

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The full job description

As published by Health Care Service Corporation.

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 is an opportunity for a motivated lawyer to provide legal support to HCSC’s legal team and other internal business partners supporting HCSC Pharmacy operations and programs. HCSC is the largest customer-owned health insurer in the United States, operating through its Blue Cross and Blue Shield plans in Illinois, Montana, New Mexico, Oklahoma, and Texas. In addition to its offerings in these core states, HCSC is proud to serve millions of people across the nation through a diverse portfolio of products. The ideal candidate will provide sound, actionable legal advice on regulatory and operational matters involving pharmacy program and pharmacy benefit management issues, and state and federal healthcare regulatory issues. A successful candidate will serve as a partner to our business leaders in developing adaptive strategies to support HCSC’s established business and to further its growth while continually advancing HCSC’s goal of expanding access to quality, cost-effective health care. Under the direction of the Managing Counsel, Pharmacy, this position is primarily responsible for: providing legal advice, support, and coordination on more complex legal matters or projects; providing legal advice on pharmacy benefit programs and management, insurance policies, self-funded accounts, government contracts, regulatory matters, general business matters and contracts, as well as health care law and insurance law; providing and initiating legal review, analysis, and research with respect to significant and complicated legal issues; representing the company in detailed or difficult litigation and administrative proceedings; representing the company in dealings with applicable regulatory bodies and government agencies; and providing advice and guidance to less experienced attorneys as required; and keeping abreast of all pertinent laws, trends, court rulings, etc., as they relate to areas of concern to management or to issues for which legal advice is provided. The position can be based in Richardson, Texas, Albuquerque, New Mexico, Chicago Illinois; Tulsa, Oklahoma or Helena, Montana. Please note this role is a hybrid role. This requires in-office hours 3 days a week at the respective office location. Sponsorship is not available for this position. JOB REQUIREMENTS : • Juris Doctor Degree and a license to practice law in the state where the legal department is located. • 8 years experience as an attorney with demonstrated understanding/experience of the health care or insurance field. • Clear and concise verbal and written communication skills. • Negotiations and diplomacy skills. PREFERRED JOB REQUIREMENTS : • 3-5 years recent experience in health care law, pharmacy benefits law, and/or insurance law, particularly regulatory compliance and/or litigation. • Strong business collaboration and writing skills, including the ability to clearly provide legal counsel and solutions to complex issues. LI - HYBRID LI - AZ1 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 $146,700.00 - $272,400.00 Exact compensation may vary based on skills, experience, and location.

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