Ld Dir,Growth Operations & Strategic Initiatives

We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.

Company: Oak Street Health

Title: LeadDirector, Growth Operations & Strategic Initiatives

Location: Remote (opportunity for Hybrid work in Chicago, IL)

Role Description:

The Growth Effectiveness & Strategy team at Oak Street Health supports the broader Growth organization to improve and expand our Growth strategy and operations. The Growth team is broadly focused on helping Oak Street Health engage more adults on Medicare in the communities we serve by introducing them to our innovative and transformative approach to providing high-quality care.

The Lead Director of Growth Operations & Strategic Initiatives will report into the AVP of Growth Effectiveness and Strategy, while working closely with the Senior Director of Growth Strategy & Analytics. This leader will partner closely with leadership across the organization, including our Chief Growth Officer and Division Presidents to develop and refine Oak Street’s growth strategy and will be responsible for designing and executing initiatives that support organizational growth priorities. This leader will also be accountable for transforming and automating how we analyze, report, and generate insights from growth performance data. 

The ideal candidate will have strong communication and implementation skills, be self-directed, and enjoy working with a team in a fast-paced environment, while bringing his/her experience, leadership, change management, and innovative ideas.

Core Responsibilities:

• Manage a team of direct reports (Analyst - Manager levels) to support Growth analytics and efficiency

• Drive strategic problem solving, opportunity analyses & new idea generation for initiatives within the Growth team 

• Scope and execute initiatives to drive growth efficiency

• Drive cross-functional stakeholder engagement across Growth, Product, Data, Patient Experience & Service Operations to achieve alignment on key initiatives

• Elicit feedback/input on these strategic Growth initiatives from various field cohorts (e.g., Regional Directors of Growth, Regional Vice Presidents, Division Presidents)

• Closely collaborate with corporate teams to drive operational decisions

• Analyze performance data across Growth channels to derive insights that will improve performance, guide field leader conversations, and support management decisions Drive transformation and process improvement for data/analytics function, including implementation of best-in-class analytics tools, automation, and use of Artificial Intelligence in team’s work

• Create content for executive-level meetings

• Other duties as assigned

What are we looking for?

We’re looking for motivated, entrepreneurial individuals with:

• Outstanding communication skills

• Experience in a highly-analytical fast-paced environment; management consulting, investment banking, or private equity experience a plus

• Excellent problem-solving and analytical skills and impeccable business judgment

• An ability to independently pursue and implement solutions to complex problems

• A history of taking ownership and delivering results

• Exceptional humility, a bias toward listening, and a natural inclination to dive in and get your hands dirty

• Strong relationship management skills that can quickly build and develop relationships with others throughout the organization

• A positive and empathetic attitude -- you motivate others to overcome challenges

• Unimpeachable integrity

• Highly proficient with Microsoft Excel & Powerpoint or Google equivalent (GoogleSheets, GoogleSlides)

• Highly proficient with more advanced analytics tools (e.g., SQL, Python, Alteryx, Dataiku, PowerBI/Tableau) and analytics automation / Artificial Intelligence tools

• Proficiency with Salesforce a plus

• Experience working with cross-functional teams

• MBA or other advanced degree a plus

• US work authorization

• Someone who embodies being “Oaky”

What does being “Oaky” look like:

• Radiating positive energy

• Assuming good intentions

• Creating an unmatched patient experience

• Driving clinical excellence

• Taking ownership and delivering results

• Being relentlessly determined

Why Oak Street Health:

Oak Street Health is on a mission to “Rebuild healthcare as it should be'', providing personalized primary care for older adults on Medicare, with the goal of keeping patients healthy and living life to the fullest. Our innovative care model is centered right in our patient’s communities and focused on the quality of care over the volume of services. We’re an organization on the move! With over 150 locations and an ambitious growth trajectory, Oak Street Health is attracting and cultivating team members who embody “Oaky” values and passion for our mission. 

Oak Street Health Benefits: 

• Mission-focused career impacting change and measurably improving health outcomes for Medicare patients 

• Paid vacation, sick time, and investment/retirement 401K match options 

• Health insurance, vision, and dental benefits 

• Opportunities for leadership development and continuing education stipends 

• Flexible work environments 

• Opportunities for high levels of responsibility and rapid advancement 

Oak Street Health is an equal-opportunity employer. We embrace diversity and encourage all interested readers to apply.

Pay Range

The typical pay range for this role is:

$100,000.00 - $231,540.00

This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls.  The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors.  This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above.  This position also includes an award target in the company’s equity award program. 
 

Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.

Great benefits for great people

We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.

This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.

Additional details about available benefits are provided during the application process and on Benefits Moments.

We anticipate the application window for this opening will close on: 08/28/2026

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.