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Sr. Manager Software Development Engineering

At CVS Health, we’re building a world of health around every consumer and surrounding ourselves with dedicated colleagues who are passionate about transforming health care.

As the nation’s leading health solutions company, we reach millions of Americans through our local presence, digital channels and more than 300,000 purpose-driven colleagues – caring for people where, when and how they choose in a way that is uniquely more connected, more convenient and more compassionate. And we do it all with heart, each and every day.

Job Description

Company: Oak Street Health
Title: Manager, Software Engineering
Location: Remote

Role Description

Oak Street Health is a critical part of healthcare delivery. Our platform is essential to enabling our value-based care model and integral to how our providers take care of their patients. This platform includes our core domain services, the Canopy platform, our data and analytics platform, and much more. At Oak Street Health, you will be influential in the development of innovative products that do more than just building scalable services. Everything you do will have an immediate impact on the health and wellbeing of our patients. 

As a software engineer, you will have an impactful contribution in the delivery of a new kind of platform for healthcare, one built specifically for the clinical team. From design to implementation, you will partner with our stellar engineering, product, and design teams in a fast-paced, agile environment to transform ideas into a reality. Utilizing modern methodologies and open source tools, you will be empowered to push the boundaries of development as we seek to deliver applications that will directly and immediately impact the experience of our teams and our patients.

There is no better time to join our rapidly growing team at Oak Street Health. We can’t think of a mission any more motivating; and, with your help, we can drive change in healthcare for the patients that need us most.
 

Core Responsibilities:

  • Lead & manage a team of software engineers by helping them to prioritize, build and ship the most impactful features to our clinical teams and patients 

  • Define/refine processes to improve developer productivity  

  • Build your high performing team through hiring, coaching & mentoring 

  • Collaborate with leaders from Product, UX and implementation teams on product delivery

  • Collaborate with Platform team and evangelize architectural & TDD best practices improving scalability, reliability & maintainability

  • Partner with technology leadership team to drive engineering excellence OKRs

  • Partner with product managers to prioritize and drive the technical debt backlog


What we’re looking for

We’re looking for a professional with:

  • Minimum of 8 years of experience in software engineering building enterprise grade products

  • Results oriented leader with experience in leading & managing an engineering team 

  • Excellent verbal and written communication skills. Able to clearly articulate technical challenges to business stakeholders

  • Experience working in a distributed, cloud-based environment either in Azure/AWS using Docker/Kubernetes

  • Must have experience working in an Agile/Devops environment

  • Familiarity with Healthcare Domain and HIPAA - Preferred

  • Familiarity with functional and/or reactive programming concepts - Preferred

  • Familiarity with our tech stack – JVM-based technologies, Spring Boot, .NET, Kubernetes, Kafka, MongoDB, OpenAPI, Protobuf - Preferred

  • 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 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

  • New centers and 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. 

Learn more at www.oakstreethealth.com/diversity-equity-and-inclusion-at-oak-street-health

Anticipated Weekly Hours

40

Time Type

Full time

Pay Range

The typical pay range for this role is:

$101,970.00 - $203,940.00

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. 
 

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 our comprehensive and competitive mix of pay and benefits – investing in the physical, emotional and financial wellness of our colleagues and their families to help them be the healthiest they can be. In addition to our competitive wages, our great benefits include:

  • Affordable medical plan options, a 401(k) plan (including matching company contributions), and an employee stock purchase plan.

  • No-cost programs for all colleagues including wellness screenings, tobacco cessation and weight management programs, confidential counseling and financial coaching.

  • Benefit solutions that address the different needs and preferences of our colleagues including paid time off, flexible work schedules, family leave, dependent care resources, colleague assistance programs, tuition assistance, retiree medical access and many other benefits depending on eligibility.

For more information, visit https://jobs.cvshealth.com/us/en/benefits

We anticipate the application window for this opening will close on: 09/20/2025

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

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Average salary estimate

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$101970K
$203940K

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What You Should Know About Sr. Manager Software Development Engineering, CVS Health

At Oak Street Health, we're on a mission to transform healthcare, and we're looking for a passionate Sr. Manager of Software Development Engineering to join our dynamic team in Chicago, IL. As a key player in our innovative healthcare platform, you'll be responsible for leading a talented group of software engineers who drive impactful features for our clinical teams and patients alike. Your role will not only involve prioritizing and shipping these features, but you'll also define and refine development processes to boost productivity. You'll collaborate closely with cross-functional teams, including Product, UX, and implementations, ensuring the successful delivery of high-quality applications. Your expertise will guide the architectural decisions and best practices that enhance scalability and reliability. At Oak Street Health, you'll empower your team through hiring, coaching, and mentoring, while also partnering with leadership to drive engineering excellence. We’re searching for someone with a strong background in software engineering, ideally with over 8 years of experience, and who embodies our commitment to positive change in healthcare. If you have experience in cloud-based environments and thrive in an Agile setting, we're excited to meet you! Join us as we rebuild healthcare to foster an unmatched patient experience, and help us create a world of health for every consumer.

Frequently Asked Questions (FAQs) for Sr. Manager Software Development Engineering Role at CVS Health
What are the main responsibilities of the Sr. Manager Software Development Engineering at Oak Street Health?

The Sr. Manager of Software Development Engineering at Oak Street Health primarily leads a team of software engineers, ensuring they build and ship impactful features for clinical teams and patients. You will also be tasked with defining processes to improve developer productivity and collaborating with Product, UX, and implementation leaders on product delivery.

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What qualifications are required for the Sr. Manager Software Development Engineering position at Oak Street Health?

To qualify for the Sr. Manager Software Development Engineering role at Oak Street Health, candidates should possess a minimum of 8 years of experience in software engineering, with a focus on developing enterprise-grade products. Experience in cloud-based environments, Agile methodologies, and familiarity with healthcare domains or HIPAA is preferred.

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How does the Sr. Manager Software Development Engineering contribute to patient care at Oak Street Health?

The Sr. Manager Software Development Engineering plays a crucial role at Oak Street Health by leading the development of innovative software solutions that enhance patient care. Your contributions directly impact the usability of the healthcare platform that supports clinical teams in providing exceptional care to patients.

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What does the team culture look like for the Sr. Manager Software Development Engineering at Oak Street Health?

At Oak Street Health, the culture encourages collaboration, creativity, and empowerment. As a Sr. Manager Software Development Engineering, you'll lead a dynamic team that values positive energy, assumes good intentions, and drives clinical excellence while focusing on delivering a remarkable patient experience.

Join Rise to see the full answer
What benefits does Oak Street Health offer for the Sr. Manager Software Development Engineering role?

Oak Street Health provides a competitive benefits package for the Sr. Manager Software Development Engineering role, including health insurance, retirement plans, paid vacation, and opportunities for leadership development. They also emphasize wellness programs and resources tailored to employee needs to enhance work-life balance.

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Common Interview Questions for Sr. Manager Software Development Engineering
Can you describe your experience leading a software engineering team as a Sr. Manager?

When answering, focus on specific examples from your past leadership roles, highlighting how you have inspired your team, facilitated collaboration, and prioritized impactful projects. Additionally, mention the outcomes and performance improvements your leadership brought to the team.

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How do you prioritize technical debt while managing software development projects?

In your response, discuss your approach to balancing immediate project needs with long-term improvements. Explain how you involve stakeholders in prioritizing technical debt and integrate it into your Agile processes to ensure project sustainability.

Join Rise to see the full answer
What strategies do you use to mentor and develop your engineering team?

Highlight your philosophy on mentorship, providing concrete examples of how you've facilitated professional growth among team members. You might mention setting up regular check-ins, offering training opportunities, and providing constructive feedback.

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How do you handle conflicts within your team?

Share your conflict resolution approach, which should include promoting open communication, understanding each party's perspective, and guiding the team to reach collaborative solutions. Provide an example demonstrating your effectiveness in resolving conflicts.

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What is your experience with Agile methodologies, particularly in a healthcare context?

Discuss your history working in Agile environments, emphasizing the adaptation of Agile methods to suit healthcare software challenges. Mention specific projects you managed that illustrate successful Agile practices in software development.

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Can you explain the importance of scalability and maintainability in software development?

Outline the essential role scalability plays in accommodating growing user bases and how maintainability helps in reducing future workload. Include examples from your experience that demonstrate your commitment to these principles.

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How do you ensure quality assurance in your software development lifecycle?

Discuss your strategies for incorporating quality assurance at every stage of the development lifecycle. Talk about automated testing, code reviews, and collaboration with QA teams to ensure the highest standards are met.

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What technology stacks are you most familiar with, particularly in relation to this role?

Share your familiarity with the tech stack relevant to the Senior Manager Software Development Engineering role at Oak Street Health. Mention specific technologies such as JVM-based technologies, Spring Boot, and cloud platforms like AWS or Azure, and explain how you've applied them.

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How do you keep up with industry trends and advancements in technology?

Explain your strategies for staying current with the latest trends, such as attending industry conferences, participating in online forums, or following respected tech blogs. Share how applying this knowledge has impacted your team or projects.

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Why do you want to work at Oak Street Health as a Sr. Manager Software Development Engineering?

Your answer should express a genuine interest in Oak Street Health's mission and values. Discuss how your skills align with their goals and how you believe you can contribute to their success in transforming healthcare.

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We help people with their health wherever and whenever they need us. And we do it with heart. Because our passion is our purpose: Bringing our heart to every moment of your health™.

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Full-time, remote
DATE POSTED
April 11, 2025

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