Senior Counsel, Digital Products & Data Analytics – Strategic Legal Leadership Position

About arenaflex

Welcome to arenaflex, where innovation meets healthcare excellence. Since our founding in 1901, we have grown from a single corner pharmacy in Chicago to become one of the most trusted names in American healthcare and retail. Today, arenaflex operates nearly 9,000 retail stores across the United States, Puerto Rico, and the U.S. Virgin Islands, serving millions of customers and patients every day. Our mission is simple yet profound: to create happier lives through better health.

At arenaflex, we believe that the future of healthcare lies at the intersection of technology, data, and compassionate care. Our Digital Products and Data Analytics divisions are at the forefront of this transformation, developing cutting-edge solutions that revolutionize how patients access care, how customers engage with our services, and how we leverage information to improve health outcomes across communities. We are proud to be part of Walgreens Boots Alliance (Nasdaq: WBA), a global integrated healthcare, pharmacy, and retail leader with a legacy spanning over a century of caring for communities.

Our culture at arenaflex is built on values of integrity, innovation, inclusivity, and excellence. We understand that our greatest asset is our people—dedicated professionals who share a commitment to making a meaningful difference in the lives of those we serve. When you join arenaflex, you become part of a team that truly cares about community health and is passionate about leveraging technology to break down barriers to care.

Position Overview: Senior Counsel, Digital Products & Data Analytics

Are you a strategic legal professional with a passion for technology and innovation? arenaflex is seeking an experienced Senior Counsel to join our Digital Products and Data Analytics legal team. This is a remarkable opportunity to provide legal guidance and strategic counsel to the leadership teams driving our digital transformation initiatives.

In this role, you will serve as a trusted legal advisor to senior executives and management across various business units, addressing complex legal issues that impact our digital product development, data analytics initiatives, and technology operations. You will be instrumental in structuring and negotiating business agreements that support our Digital and Data Analytics/Insights organizations, including master service agreements, vendor agreements, data licensing arrangements, and supply agreements.

This position offers the unique opportunity to work at the cutting edge of healthcare technology, collaborating with cross-functional teams to bring innovative digital products and services to market while ensuring compliance with applicable laws and regulations.

Key Responsibilities

• Strategic Legal Counsel: Provide legal advice and recommendations to executives and management within various business units regarding issues of varying complexity (essential to transitional) that have or may impact business activities and operations.
• Technology Transactions Expertise: Demonstrate mastery in technology transactions, product guidance, intellectual property, marketing, and security and privacy laws. Be willing to serve as a generalist and quickly learn new areas of law and legal skills while providing end-to-end product guidance.
• Agreement Negotiation: Structure and negotiate numerous business agreements on behalf of arenaflex's Digital and Data Analytics/Insights Organizations, including master service agreements, vendor agreements, data licensing/integration, and supply plans.
• Cross-Functional Collaboration: Partner with teams across arenaflex Digital Product and Data Analysis groups and close external partners who are building, deploying, and operating technology for use by customers and patients.
• Product Launch Support: Work cross-functionally with business, product, marketing, insurance, security, and technology teams to bring our digital product and service offerings to market.
• Digital Product Understanding: Develop a comprehensive understanding of arenaflex's digital product and service offerings, technology, privacy/data protection systems and policies, and standard business and various agreements to provide a foundation for offering legal support throughout arenaflex Digital teams.
• Intellectual Property Strategy: Maintain an understanding of arenaflex's businesses, technology, and product goals and challenges to establish and implement intellectual property portfolio strategies that facilitate those goals, capture investment in innovation, and minimize legal risk, working closely with external counsel.
• Document Review: Review and prepare legal documents before presentation to management for execution to ensure accurate articulation of the legal substance.
• Legal Research and Analysis: Research legal principles and precedents, engage and manage outside counsel, draft legal documents, gather relevant case-related information using multiple sources and methods, and provide work direction to other professional, paraprofessional, and clerical staff in developing solutions to issues presented.
• Risk Mitigation: Collaborate with the business units served to achieve corporate objectives and mitigate unnecessary business risk while remaining aware of legal and business trends that could impact those business units.

Essential Qualifications

• Juris Doctorate (J.D.) from an accredited law school


• Minimum of 5 years of post-bar attorney legal work experience in a combination of law firm and corporate settings


• Required licensure to practice law in at least one state


• Illinois bar admission or active bar admission on favorable terms in at least one U.S. jurisdiction


• Demonstrated experience utilizing time management skills, such as prioritizing/organizing and tracking details and meeting deadlines of multiple projects with varying completion dates


• Minimum of 5 years of experience contributing to financial decisions in the workplace


• Minimum of 5 years of direct leadership, indirect management, and/or cross-functional team leadership experience

Preferred Qualifications

• Ability to thrive in a fast-paced environment where prioritization and the ability to work independently are requirements for success


• Experience with technology transactions, digital products, and data privacy laws


• Background in healthcare law or pharmaceutical regulations


• Strong understanding of intellectual property law and portfolio management


• Experience working with cross-functional teams in matrix organizations


• Excellent communication skills with the ability to translate complex legal concepts for business stakeholders

Skills and Competencies Required for Success

The ideal candidate for this Senior Counsel position will possess a unique blend of legal expertise, business acumen, and interpersonal skills. You should have a strong foundation in technology law and be comfortable navigating complex legal landscapes while providing practical, business-oriented advice.

Legal Expertise: Deep knowledge of intellectual property law, technology transactions, privacy and security regulations, and contract law. You must be capable of serving as a generalist who can quickly adapt to new areas of law as our digital products evolve.

Business Acumen: Understanding of how digital products and data analytics drive business value. You should be able to align legal strategies with business objectives and communicate the legal implications of business decisions in terms that resonate with non-legal stakeholders.

Strategic Thinking: The ability to anticipate legal risks and develop proactive solutions that protect arenaflex while enabling innovation and growth.

Negotiation and Communication: Strong negotiation skills for drafting and finalizing complex agreements, along with excellent written and verbal communication skills to articulate legal concepts clearly.

Leadership and Collaboration: Experience leading cross-functional teams and working collaboratively with business partners at all levels of the organization.

Adaptability: Comfortable working in a dynamic, fast-paced environment where priorities may shift and new challenges emerge regularly.

Career Growth Opportunities and Learning Benefits

At arenaflex, we are committed to the professional development and career growth of our employees. As a Senior Counsel in our Digital Products and Data Analytics division, you will have access to a wide range of opportunities for career advancement and skill development.

Leadership Pathway: This position offers significant visibility into arenaflex's digital transformation strategy and provides opportunities to take on increased leadership responsibilities as you demonstrate your strategic capabilities.

Continuous Learning: You will work at the intersection of multiple rapidly evolving legal areas, including technology law, data privacy, intellectual property, and healthcare regulations. This role provides an exceptional learning environment where you will constantly expand your legal expertise.

Industry Exposure: Gain deep exposure to the healthcare and pharmacy industry, one of the most dynamic sectors in the economy, with significant opportunities to understand how technology is transforming patient care and customer experience.

Professional Network: Build relationships with senior executives, external counsel, and industry leaders across the digital health ecosystem.

Work Environment and Company Culture

arenaflex fosters a collaborative, inclusive, and innovative work environment where diverse perspectives are valued and celebrated. We believe that our differences make us stronger as an organization, and we are committed to creating a workplace where every employee feels respected, valued, and empowered to contribute their best work.

Our Digital Products and Data Analytics teams work in a dynamic, technology-forward environment that embraces innovation and encourages creative problem-solving. You will have the opportunity to work with talented professionals across disciplines—from product development and engineering to marketing and healthcare operations—all united by a shared commitment to improving health outcomes through technology.

We offer flexible work arrangements to support work-life balance and understand the importance of creating an environment where our employees can thrive both personally and professionally.

Compensation, Perks, and Benefits

arenaflex is proud to offer a comprehensive and competitive compensation package that reflects the seniority and importance of this position. Our benefits package includes:

• Competitive salary range: $35-$40/hour (commensurate with experience)


• Comprehensive health insurance coverage (medical, dental, and vision)


• 401(k) retirement plan with company matching


• Paid time off (PTO) and holidays


• Professional development opportunities and tuition reimbursement


• Employee assistance program (EAP)


• Discounts on arenaflex products and services


• Various wellness programs and resources

Why Join arenaflex?

When you join arenaflex, you become part of something bigger than yourself. You join a team of nearly 9,000 retail stores and hundreds of thousands of dedicated professionals who share a common purpose: to make a meaningful difference in the health and well-being of the communities we serve.

This is your opportunity to bring your legal expertise to an organization that is transforming healthcare through technology and innovation. You will play a critical role in shaping the future of digital health products and services that touch the lives of millions of Americans every day.

We are looking for a legal professional who shares our passion for innovation, our commitment to integrity, and our dedication to serving communities. If you are ready to take the next step in your career and make an impact that matters, we invite you to apply for this exciting opportunity.

How to Apply

Ready to embark on this rewarding career journey with arenaflex? Here's how to apply:

1. Review the official notification carefully on our careers website.


2. Complete the online application form with your most current information.


3. Attach the required documents, including your qualifications certificate with mark sheets, a recent passport-sized photograph, and your signature.


4. Submit your application for consideration.

All eligible candidates are encouraged to apply. arenaflex is an equal opportunity employer, and we welcome applications from all qualified individuals. We are committed to diversity and inclusion in our workforce and believe that diverse perspectives strengthen our organization.

Don't miss this opportunity to join a team that is truly making a difference in healthcare. Apply today and become part of the arenaflex family!