by Terrance Ellis | Feb 3, 2026 | Uncategorized
You’re leading a small squad of experienced designers, but you’re not hiding behind a calendar. This is a player-coach role: you manage people, you coach hard, and you still ship high-impact, accessible UX across web and mobile in a healthcare/pharmacy context.
About CVS Health
CVS Health is focused on building a more connected, convenient, and compassionate health experience. This UX leadership role sits in Innovation & Technology and helps shape the digital products people rely on to navigate care.
Schedule
- Full-time
- Remote
- Application window expected to close: 02/27/2026
What You’ll Do
- Coach and develop experience designers and content strategists through frequent, hands-on feedback and growth plans
- Balance people leadership with individual contributor ownership of key design initiatives
- Build strong partnerships with Product, Engineering, and Research; communicate status, risks, and needs early
- Negotiate priorities and timelines while balancing user needs with business and technical constraints
- Integrate user research, analytics, and accessibility best practices into daily design decisions
- Run and participate in design reviews, giving actionable feedback on craft, consistency, and accessibility
- Assign work based on strengths and skill-building while keeping delivery on track
- Address bias/exclusion and ensure team processes and meetings are inclusive and accessible
- Manage workload and resourcing so the team ships quality work on schedule
- Advocate for user-centered, human-first design thinking across roadmaps and execution
What You Need
- 7+ years professional experience
- 5+ years leading design teams (people leadership + technical/design leadership)
- 5+ years hands-on design for both mobile and web (retail/pharmacy domain preferred)
- 3+ years advanced proficiency with tools like Figma and accessibility standards (WCAG), plus using research to inform delivery
- Bachelor’s degree or equivalent experience (HS diploma + 4 years relevant experience)
Preferred Qualifications
- Strong coaching track record with accessible, user-centered healthcare work (portfolio helps)
- Strong facilitation, project management, and cross-functional collaboration skills
- Experience leading through change while protecting team health and delivery
- Strong storytelling, feedback, and stakeholder communication
- Agile experience
Benefits
- Pay range: $106,605–$284,280/year (varies by experience, location, and other factors)
- Eligible for bonus/commission/short-term incentives (in addition to base pay)
- Includes an equity award program target
- Medical plan options, 401(k) with company match, employee stock purchase plan
- No-cost wellness programs + confidential counseling + financial coaching
- PTO, flexible schedules, family leave, tuition assistance, and more (eligibility varies)
Here’s the honest filter: this job is heavier on coaching + accessibility leadership than pure “big-idea design.” If someone loves crafting, but hates giving feedback, managing feelings, and pushing standards through cross-functional friction, they’ll burn out fast. If they love developing talent and raising the bar while still designing, it’s a strong seat.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 3, 2026 | Uncategorized
This is a true senior technical leadership role for someone who can steer architecture, raise engineering standards, and help modernize a massive clinical platform used by millions. You’ll be central to MinuteClinic’s multi-year re-platforming push, with a strong emphasis on cloud modernization and AI-enabled development.
About CVS Health / MinuteClinic
CVS Health is reimagining healthcare with connected, convenient, and compassionate experiences. MinuteClinic supports clinical and patient-facing platforms at huge scale, and this role helps shape what that next generation looks like.
Schedule
- Full-time
- Remote
- Application window expected to close: 03/23/2026
What You’ll Do
- Lead architecture and engineering decisions for large-scale clinical and patient-facing platforms
- Drive a multi-year re-platforming initiative: cloud modernization, delivery acceleration, and long-term system health
- Design and guide development of complex distributed systems
- Establish engineering standards and best practices (API design, security, scalability, observability, test automation, operational excellence)
- Partner with Product, Architecture, and engineering teams to influence roadmaps and execution
- Identify strategic opportunities, convert vision into actionable solutions, and deliver through ambiguity
- Mentor engineers and elevate overall technical maturity
- Evaluate and integrate emerging tech, including AI/ML tools, LLMs, and automation, into engineering workflows
What You Need
- 10+ years software engineering experience, including designing/building large-scale distributed cloud-native systems
- Deep expertise in modern languages (Java, Kotlin, Python, C#, TypeScript)
- Strong cloud experience (Azure, AWS, or GCP)
- Demonstrated ability to set technical strategy and lead complex initiatives end-to-end
- Strong ownership and bias for action, able to break down complex problems and deliver outcomes
- Strong cross-functional communication and stakeholder influence
- Proven mentoring/technical leadership experience
Preferred Qualifications
- Healthcare/regulated industry experience
- Familiarity with interoperability standards (FHIR, HL7)
- Experience modernizing legacy systems into cloud architectures
- Microservices, event-driven architectures, and/or domain-driven design experience
- Experience participating in enterprise architecture councils or technical working groups
- Ability to influence product strategy through technical insight
Education
- Bachelor’s degree in Computer Science/Software Engineering (or equivalent experience)
- Master’s degree preferred, not required
Benefits
- Pay range: $144,200–$288,400/year (based on experience, location, and other factors)
- Eligible for bonus/commission/short-term incentives (in addition to base pay)
- Includes an award target in CVS Health’s equity award program
- Medical plan options, 401(k) with company match, employee stock purchase plan
- No-cost wellness programs + confidential counseling + financial coaching
- PTO, flexible schedules, family leave, tuition assistance, and more (eligibility varies)
One real note: this isn’t a “great coder” job. It’s a “build the freeway system while traffic is still moving” job. If you don’t enjoy influencing, aligning people, and making tough architectural calls with imperfect info, it’ll be miserable. If you do, it’s a strong lane.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 3, 2026 | Uncategorized
This is a senior, high-impact engineering seat for someone who can lead big technical initiatives and keep systems reliable at scale. You’ll build and operate distributed, enterprise-grade services that directly support value-based care and the “home as the health hub” model.
About Signify Health (CVS Health)
Signify Health, part of CVS Health, is transforming the home into a healthcare hub through data, technology, and people. Their unified platform for value-based care helps improve outcomes and reduce costs by coordinating care and linking payments to patient results.
Schedule
- Full-time
- Remote role
- Application window expected to close: 02/05/2026
What You’ll Do
- Lead technical initiatives solving complex, enterprise-wide problems with a focus on maintainability, performance, and scalability
- Design, build, and maintain distributed, business-critical systems using modern engineering practices
- Deliver value through iterative, customer-focused releases and continuous improvement
- Drive long-term platform improvements with an emphasis on simplicity and maintainability
- Collaborate cross-functionally to meet needs across teams and the broader organization
- Research, propose, and adopt leading-edge technologies when they create real impact
- Mentor others and help raise the technical bar through learning and coaching
What You Need
- 7+ years of software development experience
- Strong fundamentals: data structures, algorithms, concurrency, and design patterns
- Polyglot development experience (more than one of: C++, C#, Java, Go, JavaScript/TypeScript, Python, or similar)
- Full-stack experience shipping and operating large-scale systems
- Strong SQL skills and experience with RDBMS (SQL Server, PostgreSQL, etc.)
- Proven distributed systems design/implementation/operations experience at scale
- Cloud experience (Azure, AWS, or GCP)
- Clear, effective communication skills
Benefits
- Pay range: $106,605–$284,280/year (based on experience, location, and other factors)
- Eligible for bonus/commission/short-term incentives (in addition to base pay)
- Includes an award target in CVS Health’s equity award program
- Medical plan options, 401(k) with company match, and employee stock purchase plan
- No-cost wellness programs plus confidential counseling and financial coaching
- Paid time off, flexible work schedules, family leave, tuition assistance, and more (eligibility varies)
If you’ve been wanting a role where you’re trusted to lead, not just code, and you’ve got real distributed-systems chops, this is the lane.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 3, 2026 | Uncategorized
This is for the builder who can take messy business requirements and turn them into clean, scalable data pipelines that leadership can trust. You’ll design and architect datasets for financial and analytic workloads, improve performance and cost, and mentor others along the way.
About CVS Health
CVS Health is building a more connected, convenient, and compassionate health experience for individuals and communities. Their data and analytics teams power reporting, insights, and decision-making at scale across healthcare and enterprise operations.
Schedule
- Full-time (40 hours/week)
- Remote role
- Collaborative environment with data engineers, analysts, data scientists, and product owners
What You’ll Do
- Design and build ETL/ELT pipelines to ingest, process, and transform large datasets from multiple sources
- Optimize performance and reduce costs through tuning, partitioning, clustering, and best-practice engineering
- Establish and enforce data quality standards, governance frameworks, and security policies
- Develop and optimize data models and schemas for analytics, reporting, and machine learning needs
- Integrate datasets with BI tools and ML workflows in partnership with analysts and data scientists
- Document pipelines, workflows, and processes and share best practices across the team
- Mentor junior data engineers and help elevate overall engineering standards
- Design and architect data infrastructure to support analytical workloads
What You Need
- 5+ years of applicable work experience
- Strong Python experience building ETL pipelines
- Strong SQL skills, including complex query development
- Familiarity with PySpark, dbt, or similar frameworks
- Experience deploying data pipelines in a cloud environment (Azure, AWS, or GCP)
- Understanding of data warehousing concepts, dimensional modeling, and building data marts
- Strong communication skills and ability to partner across technical and business stakeholders
- College degree or certification in a related field
Benefits
- Pay range: $83,430–$222,480/year (based on experience, location, and other factors)
- Eligible for a CVS Health bonus, commission, or short-term incentive program (in addition to base pay)
- Medical plan options, 401(k) with company match, and employee stock purchase plan
- No-cost wellness programs plus confidential counseling and financial coaching
- Paid time off, flexible work schedules, family leave, tuition assistance, and more (eligibility varies)
This posting is expected to close 02/10/2026, so don’t wait if you want it.
If you’re strong in pipelines, modeling, and cloud delivery, and you can lead by example without being precious about it, this is a great lane.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 3, 2026 | Uncategorized
If you like building clean pipelines that actually power decisions, this role is a strong fit. You’ll design and ship ETL/ELT workflows, tighten performance, and shape datasets used for analytics and data science across the business.
About CVS Health
CVS Health is building a more connected, convenient, and compassionate health experience for individuals and communities. Their data and analytics teams support reporting, insights, and data science work that helps improve care and simplify how people navigate healthcare.
Schedule
- Full-time (40 hours/week)
- Remote role
- Collaborative team environment with data engineers, analysts, and data scientists
What You’ll Do
- Design and build ETL/ELT pipelines to ingest, process, and transform data from multiple sources
- Apply performance best practices (tuning, partitioning, clustering) to optimize queries and workloads
- Follow data quality standards, governance frameworks, and security policies for data access and storage
- Develop and optimize data models and schemas for analytics, reporting, and machine learning needs
- Partner with data scientists and analysts to integrate datasets with BI tools and ML workflows
- Create and maintain documentation for pipelines, workflows, and processes
What You Need
- 2+ years of applicable work experience
- Strong Python skills focused on ETL pipeline development
- Strong SQL skills, including complex query development
- Experience deploying data pipelines in a cloud environment (Azure, AWS, or GCP)
- Strong communication and collaboration skills across technical and non-technical partners
- College degree or certification in a related field
Benefits
- Pay range: $64,890–$173,040/year (based on experience, location, and other factors)
- Eligible for a CVS Health bonus, commission, or short-term incentive program (in addition to base pay)
- Medical plan options, 401(k) with company match, and employee stock purchase plan
- No-cost wellness programs plus confidential counseling and financial coaching
- Paid time off, flexible work schedules, family leave, tuition assistance, and more (eligibility varies)
This posting is expected to close 02/06/2026, so don’t wait if you want it.
If you can translate messy business requirements into scalable pipelines and trustworthy datasets, this is a solid lane with real runway.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 3, 2026 | Uncategorized
This is a hands-on platform role for someone who likes keeping the engine running clean while also making it faster, cheaper, and more secure. You’ll own the health and growth of an Azure Databricks data engineering platform while helping support legacy platforms during migration.
About CVS Health
CVS Health is building a more connected, convenient, and compassionate health experience for individuals and communities. Their data and analytics teams power decisions at scale, and this role helps ensure the platforms behind that work stay stable, secure, and ready for growth.
Schedule
- Full-time (40 hours/week)
- Remote role
- Platform support spans Azure Databricks plus legacy/on-prem platforms during migration (MS SQL Server and Palantir Foundry)
What You’ll Do
- Maintain day-to-day operational health of the data platforms, including monitoring, upgrades, and stability management
- Optimize performance and cost by tuning jobs, improving cluster configurations, and identifying savings opportunities
- Build and maintain KPI dashboards for reliability, performance, innovation/enablement, utilization/cost, and data governance
- Enhance security and governance in Databricks, including Unity Catalog for access control, lineage, and compliance
- Provide advanced troubleshooting for escalated issues, perform root cause analysis, and prevent repeat incidents
- Improve tooling and automation, including scripts and CI/CD pipelines for platform deployment and admin efficiency
- Collaborate with internal teams on platform roadmap, best practices, and user experience improvements
What You Need
- 5+ years of hands-on experience in data engineering, platform engineering, or DevOps with a focus on cloud data platforms
- Strong experience operating and managing Azure Databricks, including Delta Lake, Unity Catalog, and Apache Spark
- Solid Azure knowledge (ADLS, Azure Active Directory, networking concepts)
- Strong skills in Terraform, Python, Spark/PySpark, SQL, and shell scripting
- Experience with Infrastructure as Code and CI/CD automation for platform and data deployments
- Strong operational mindset, documentation skills, and ability to communicate with technical and business stakeholders
- Bachelor’s or Master’s degree in Computer Science, Engineering, or related field
Benefits
- Pay range: $83,430–$222,480/year (based on experience, location, and other factors)
- Eligible for a CVS Health bonus, commission, or short-term incentive program (in addition to base pay)
- Medical plan options, 401(k) with company match, and employee stock purchase plan
- No-cost wellness programs plus confidential counseling and financial coaching
- Paid time off, flexible work schedules, family leave, tuition assistance, and more (eligibility varies)
This posting is expected to close 02/04/2026, so don’t wait if Databricks is your lane.
If you’re the person who can keep a platform stable while improving performance, governance, and cost efficiency, this is a strong, high-impact role.
Happy Hunting,
~Two Chicks…
