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…
by Terrance Ellis | Feb 3, 2026 | Uncategorized
This is a people-first leadership role with real scale: you’ll lead multiple web engineering teams building reliable, accessible digital experiences used by millions. If you can balance strategy, delivery, and coaching leaders while keeping technical quality high, this is a high-impact seat.
About CVS Health
CVS Health is building a more connected, convenient, and compassionate health experience for individuals and communities. Their digital products help members access care, understand benefits, and make informed health decisions, supported by teams that prioritize quality, reliability, and inclusive experiences.
Schedule
- Full-time (40 hours/week)
- Remote role
- Cross-functional leadership across Product, Design, Mobile, Platform, and AI teams
- Work includes high-stakes delivery cycles (including Open Enrollment)
What You’ll Do
- Lead and develop engineering managers and staff-level engineers, building a culture of trust, accountability, and continuous improvement
- Own delivery outcomes for web initiatives, setting realistic commitments based on capacity, dependencies, and technical plans
- Partner with Product and Design leaders to align priorities, scope, and sequencing and turn strategy into execution
- Guide technical direction across modern web tooling (TypeScript, React, Redux, Playwright, and related systems)
- Drive operational excellence through observability, security, and post-incident learning
- Anticipate and manage delivery risk across complex, cross-team environments with shared dependencies
- Support hiring, onboarding, org design, and talent development so teams scale sustainably
- Represent web engineering in executive and cross-functional forums with clear, credible communication
- Champion inclusive, accessible, member-centric digital experiences aligned with CVS Health values
What You Need
- 10+ years of software engineering experience, including building modern web applications
- 5+ years of people leadership experience, including managing managers and senior technical leaders
- Strong understanding of modern web architectures (component systems, micro-frontends, CI/CD pipelines)
- Proven ability to lead teams through complex, high-visibility delivery cycles
- Experience partnering with Product, Design, and Platform teams in large, matrixed organizations
- Strong communication skills with both technical and non-technical stakeholders
- Bachelor’s degree or equivalent experience (high school diploma plus 4 years relevant experience)
Benefits
- Pay range: $100,000–$231,540/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)
- Includes an equity award target as part of the company’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)
This posting is expected to close 04/03/2026, so don’t wait if it’s in your lane.
If you’re the kind of leader who can protect team health while shipping high-quality web experiences under pressure, this role is a big swing in a very visible arena.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 3, 2026 | Uncategorized
This is the seat where AI stops being a buzzword and starts shipping real results. You’ll own contact center AI as the business product owner, building and improving AI agents that automate work, boost agent productivity, and elevate the customer experience at scale.
About CVS Health
CVS Health is building a more connected, convenient, and compassionate health experience for individuals and communities. With enterprise-wide operations and millions of customers served, CVS is investing in modern technology and AI to simplify interactions and improve outcomes.
Schedule
- Full-time (40 hours/week)
- Remote role
- Up to 15% travel may be required
- Cross-functional work with IT and business partners across the contact center environment
What You’ll Do
- Serve as the AI Subject Matter Expert (SME) and Business Product Owner for contact center technologies supporting Retail Customer Care
- Design, develop, and deploy AI agents (prompt-response, task-oriented, and autonomous) to automate workflows and improve efficiency
- Lead deployment, testing, and optimization of generative AI to support agent-assist, self-service, routing, sentiment analysis, and decision support
- Build and maintain prompt libraries and supporting documentation for scalable AI adoption
- Define requirements and prioritize AI use cases with stakeholders, translating business needs into AI-enabled solutions
- Pilot emerging contact center technologies and stay current with AI tools, trends, and regulatory updates
- Mentor cross-functional teams on AI best practices and responsible implementation
- Manage intake, prioritization, and execution of technology changes (releases, upgrades, Tier 2 incident work)
- Identify breakdowns and lead remediation to improve contact center processes, tools, and system performance
- Develop and deliver executive-level insights, recommendations, and performance updates
What You Need
- 1+ year experience with generative AI and agentic AI in customer service or operational environments
- 1+ year experience with prompt engineering for LLMs and deploying AI agents
- 1+ year experience as a Business Product Owner (or similar) leading cross-functional initiatives and delivering scalable solutions
- Strong collaboration and communication skills across technical and non-technical teams
- Bachelor’s degree or recent certification(s) in AI/ML, computer science, applied AI fields, or equivalent experience
Benefits
- Pay range: $54,300–$145,860/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 lists a close date of 01/16/2026, so treat it like it could disappear quickly.
If you can translate business pain into AI workflows, write prompts that actually perform, and lead adoption across a real-world contact center, this role has serious upside.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 3, 2026 | Uncategorized
If you’re wired for control testing, clean workpapers, and asking the exact question that makes a process either pass or fall apart, this role is built for you. You’ll help protect the enterprise by evaluating IT application controls that support SOX compliance across CVS Health.
About CVS Health
CVS Health is building a more connected, convenient, and compassionate health experience for individuals and communities. With enterprise-scale operations, CVS relies on strong internal controls and audit practices to support compliance, operational excellence, and trust.
Schedule
- Full-time (40 hours/week)
- Remote role
- Must be willing to work 8:00 AM–5:00 PM EDT or CDT
- Up to 10% travel may be required
What You’ll Do
- Evaluate the design and operating effectiveness of IT application controls (ITACs) across the enterprise
- Assess application controls and security configurations and perform data integrity/interface reviews
- Review walkthrough documentation and determine audit approach, timing, and procedures
- Execute SOX testing and build clear, complete workpaper documentation (objective, criteria, procedures, evidence, conclusions)
- Develop test plans for automated controls (approvals, tolerances/thresholds, validations, exception handling, segregation of duties, etc.)
- Test IPE/key reports by validating report logic, parameters, sources, completeness and accuracy, and retention
- Evaluate integrations/interfaces for completeness, error handling, and reconciliation
- Coordinate with internal stakeholders, external auditors, and regulatory bodies as needed
- Identify process improvement opportunities that strengthen compliance and control efficiency
What You Need
- 2+ years of experience in IT audit, controls assessment, risk assessment, or risk consulting
- Ability to travel up to 10%
- Strong analytical thinking, problem-solving, and attention to detail
- Comfortable working across both business and IT teams and communicating findings clearly
- Bachelor’s degree in IT, data analytics, finance, accounting, or similar field (or equivalent experience)
Benefits
- Pay range: $46,988–$112,200/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 02/28/2026, so don’t assume it’ll stay open.
If you’re strong in IT controls, can document like your work will be read by a skeptical stranger (because it will), and you like making systems tighter and safer, this is a great lane.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 3, 2026 | Uncategorized
This role is for the person who can stay calm when the “system says no” and the stakes are regulatory-level serious. You’ll be the frontline problem-solver keeping quarantined product events and traceability exceptions moving toward clean resolution across the business.
About CVS Health
CVS Health is building a more connected, convenient, and compassionate health experience for individuals and communities. With a national footprint and enterprise-scale operations, CVS supports high standards for quality, compliance, and patient safety across its supply chain.
Schedule
- Full-time (40 hours/week)
- Remote role
- Up to 20% travel may be required
- Fast-paced, cross-functional environment supporting compliance-driven operations
What You’ll Do
- Provide front-line operational support for Enterprise Quarantine Management activities
- Triage, track, and close quarantine events across business units in alignment with quality and regulatory standards
- Serve as the central point of contact between field operations, distribution centers, suppliers, and data governance/serialization teams
- Monitor, troubleshoot, and resolve serialization quarantine and traceability exceptions
- Manage exception handling tied to DSCSA requirements, including documentation and resolution workflows
- Ensure quarantine events and data exceptions are documented, escalated appropriately, and closed efficiently
What You Need
- 1+ year experience with helpdesk operations, ticketing systems, and project management
- Proficiency with Microsoft Excel, PowerPoint, and Access
- Strong attention to detail and ability to manage multiple priorities
- High school diploma or GED
- Ability to travel up to 20% as needed
Benefits
- Pay range: $46,988–$122,400/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 02/02/2026, so don’t assume it’ll still be sitting there tomorrow.
If you’re sharp with process, confident with troubleshooting, and you can keep compliance and operations aligned without dropping the ball, this one’s a strong move.
Happy Hunting,
~Two Chicks…
