Jobs › Health Care Service Corporation

Senior Corporate Paralegal

Health Care Service Corporation · Chicago, IL · $55,900–$123,500 a year · Full time

Posted Sep 22, 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 you caught an error in a regulatory filing before it went out.

What they are checking: Whether they review carefully, since errors in filings create regulatory problems.

Tell me about a presentation you gave to internal stakeholders on a legal or regulatory process.

What they are checking: Whether they can explain legal requirements clearly to non-lawyers, which the posting asks for.

Tell me about a complex project you helped manage in a legal department.

What they are checking: Whether they can handle project management duties, not just document drafting.

What would you do

An attorney gives you a rush filing while you are working on another deadline for a different attorney. What do you do?

What they are checking: Whether they communicate conflicts early instead of quietly missing a deadline.

A business team asks you a question that sounds like it needs legal advice. How do you respond?

What they are checking: Whether they know the line between paralegal support and giving legal advice.

About the work

Walk me through how you would manage multi-state insurance licensing and filing deadlines for several subsidiaries.

What they are checking: Whether they have a reliable system for tracking many regulatory deadlines across states.

How do you prepare minutes and resolutions for a board or committee meeting?

What they are checking: Whether they know corporate governance documents and what makes them accurate and complete.

How do you research a state's regulatory requirement you have never dealt with before?

What they are checking: Whether they know good sources and confirm answers instead of relying on assumptions.

How do you keep the minute books and entity records for multiple companies organized and current?

What they are checking: Whether they keep governance records reliable enough to rely on during audits or transactions.

How do you draft an agreement or correspondence so the attorney needs to make few changes?

What they are checking: Whether they draft with care and anticipate what the attorney will look for.

Practice this interview out loud.

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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 position is for a paralegal to join the Corporate Legal Services team of Health Care Service Corporation. This paralegal provides strategic support for multi-state licensing, regulatory requirements and filings, and corporate governance functions (e.g., minute maintenance, meeting records, and resolutions), while supporting complex corporate and regulatory matters. The Sr. Corporate Paralegal partners with corporate attorneys in a fast-paced legal environment. Responsibilities include, but are not limited to, preparing regulatory filings, drafting governance documents, conducting legal research, assisting with project management, preparing and delivering presentations to internal stakeholders, and drafting complex documents, correspondence, and agreements. Job Requirements • Bachelor’s degree AND 2 years’ experience in a law firm or corporate legal department OR Paralegal Certification AND 4 years’ experience in a law firm or corporate legal department OR 6 years of experience in a law firm or corporate legal department performing the functions of a Paralegal Knowledge of judicial system, court procedures, HCSC corporate policies, procedures, and company operations • Detail and deadline orientation and PC proficiency to include Microsoft Word, Excel, PowerPoint and SharePoint. • Ability to work in a fast-paced environment and move amongst tasks and changing priorities effectively. Clear and concise verbal and written communication skills and experience dealing directly with multiple stakeholders. • Ability to translate technical requirements into understandable guidance. • Strong organizational, analytical, resourcefulness, and problem-solving skills • Team player Preferred Requirements • Experience supporting corporate governance activities, including board meetings, resolutions, minutes, and corporate records management. • Experience preparing and managing multi-state regulatory filings, entity registrations, annual reports, and licensing documentation. • Knowledge of corporate entity management and governance best practices. • Experience supporting legal operations within a highly regulated industry. • Experience preparing executive-level materials, presentations, and communications for senior leadership and governance bodies. This is a Flex position that requires 3 days in office and 2 days work from home. 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 $55,900.00 - $123,500.00 Exact compensation may vary based on skills, experience, and location.

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