by Terrance Ellis | Feb 17, 2026 | Uncategorized
This one’s for architects who can connect the dots across apps, data, platform, infrastructure, and security, then actually build and guide teams through it. Big theme here: event-driven cloud architecture + streaming (Kafka) + APIs + microservices + Domain-Driven Design, with a bonus push into AI and agentic tech.
About CVS Health
CVS Health is a major health solutions company focused on making care more connected, convenient, and compassionate across retail, digital, and insurance. This role sits in Innovation & Technology and partners across Digital, Data & Analytics, IT, Enterprise Architecture, Infrastructure, and Security.
Schedule
- Full-time (40 hours/week)
- Remote (or hybrid at select CVS locations)
- Application window closes: 02/28/2026
What You’ll Do
- Design end-to-end solution architectures for strategic initiatives (apps, data, infra, platforms, and security)
- Lead cloud-native reference architectures and frameworks, including patterns that incorporate AI and agentic technologies
- Drive modern event-driven architecture adoption, including integration with legacy systems
- Partner across multiple teams to align designs with enterprise standards and delivery realities
- Coach and guide application development teams, while staying hands-on to remove technical roadblocks
- Build architectures around microservices + APIs (REST/GraphQL/gRPC) + streaming (Kafka)
- Apply Domain-Driven Design to map domains into bounded contexts and microservices
- Support DevSecOps/DataOps practices in real-world delivery pipelines
What You Need
- 8+ years designing and developing enterprise-level solutions
- 2+ years hands-on cloud implementations, specifically in modern event-driven architectures
- Strong cloud architecture skills (AWS preferred) for large-scale distributed enterprise solutions
- Deep architecture chops across application, data, integration, and security
- Solid API architecture experience (REST, GraphQL, gRPC) and microservices-based systems
- Domain-Driven Design experience (bounded contexts, microservice mapping)
- Streaming / integration bridge experience (Apache Kafka called out)
- Familiarity with XP/Agile, DevSecOps, DataOps
- Hands-on capability (they explicitly want someone who can still code and prove it)
- SQL + NoSQL + cloud database knowledge
Preferred Qualifications
- AWS Certified Solutions Architect
Benefits
- Pay range: $106,605–$260,590/year + bonus/incentives + equity award target
- Medical plan options
- 401(k) with matching + employee stock purchase plan
- Wellness programs, counseling, financial coaching
- PTO, flexible work schedules, family leave, tuition assistance (eligibility-based)
Real talk, backbone version: this is not “draw boxes and call it a day.” They want a builder-architect who can lead teams, defend decisions, and ship patterns that scale. If your resume doesn’t clearly show event-driven + cloud + DDD + Kafka + API/microservices, you’ll get screened out fast.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 17, 2026 | Uncategorized
This is a senior-level architecture seat where you’re not just “designing systems,” you’re setting the rules of the road: standards, patterns, observability, CI/CD discipline, and the blueprint for how teams ship to production at scale. If you’ve actually led cloud architecture decisions (not just reviewed diagrams), this one’s built for you.
About CVS Health
CVS Health is a Fortune 10 health solutions company working to make care more connected, convenient, and compassionate across retail, digital, and insurance lines. This role sits in Innovation & Technology, helping shape cloud architecture and delivery practices across teams.
Schedule
- Full-time (40 hours/week)
- Remote
- Application window closes: 03/31/2026
What You’ll Do
- Build an architectural maturity model and roadmap to move teams from project work into stable production, while evolving execution toward Agile
- Create architecture reporting views and visualizations that improve transparency, decision-making, and observability
- Establish standard processes that speed decisions and improve how the team measures and monitors systems
- Review and enforce architecture patterns for scalability, resiliency, reliability, stability, and availability
- Help teams create safe deployment and rollback plans for major initiatives (including using AI where it makes sense)
- Partner with stakeholders across the org to assess impacts, communicate changes, and spread best practices
- Drive key architectural decisions to ensure standards and guidelines are met across initiatives
- Apply distributed systems knowledge (race conditions, parallelism, concurrency control) to real-world design choices
What You Need
- 7+ years hands-on, consumer-facing enterprise app development experience (including 5+ years in architecture)
- Strong problem-solving and decision-making for technology selection and architecture best practices
- Cloud solution architecture experience in at least one of: GCP, Azure, AWS
- Expert understanding of architecture methodologies and best practices
- DevOps tooling experience (Jenkins, CI/CD pipelines, Git) and solid DevOps principles
- Excellent verbal and written communication skills
Preferred Qualifications
- AWS and GCP experience
- Experience with APIs, caching, web components, content management, web security, SSR/CSR, microservices, identity management
- Mobile performance optimization (iOS/Android)
- Modern JavaScript (ES6+), UI middleware
- Packaging/bundling/library tooling
- SAFe and Agile practice experience
- Security-oriented project experience
- Strong modern API design patterns
- Comfortable adopting and implementing new approaches, including AI solutions
Benefits
- Pay range: $106,605–$284,280/year (based on experience, education, geography, and other factors)
- Eligible for bonus/commission/short-term incentives + equity award target
- Medical plan options
- 401(k) with matching + employee stock purchase plan
- No-cost wellness programs, counseling, and financial coaching
- PTO and flexible work schedules (eligibility-based)
- Family leave, dependent care resources, colleague assistance programs, tuition assistance, and more (eligibility-based)
If you’re not already operating at “I set standards across teams” level, this role will eat you alive. If you are, it’s a high-impact gig with a real pay band and a clear deadline.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 17, 2026 | Uncategorized
Help power the systems behind Rx claim adjudication where stability, accuracy, and smart integration matter every day. If you’re strong on IBMi/AS400 and enjoy leading builds, mentoring, and shipping clean RPG-based solutions, this is a solid enterprise role with real impact.
About CVS Health
CVS Health is reimagining healthcare to make it more connected, convenient, and compassionate. Their technology teams support pharmacy and health solutions at national scale, including the platforms that adjudicate prescription claims.
Schedule
- Full-time (40 hours/week)
- Remote
- Application window closes: 02/21/2026
What You’ll Do
- Lead development estimation activities and present estimates to senior leaders
- Ensure effective data integration across multiple applications
- Design and build complex functionality within the RxClaim adjudication application
- Mentor and lead assigned team projects; support junior resources as needed
- Review technical solutions and produce/maintain documentation (analysis/designs, program specs, code reviews)
- Help define standards, methodologies, and guidelines and ensure SDLC compliance
- Align solutions with RxClaim application architecture and quality standards
What You Need
- 5+ years of AS/400 (IBMi) application development experience
- 3+ years development experience with RPG/RPGLE and CL
- Experience with Synon 2/E (COOL 2/E)
- 3+ years of IBMi SQL experience
- 5+ years of recent experience leading (projects/teams/technical leadership)
- Bachelor’s degree or equivalent work experience
Benefits
- Pay range: $64,890–$173,040/year (based on experience, education, geography, and other factors)
- Eligible for bonus/commission/short-term incentive programs (role-dependent)
- Medical plan options
- 401(k) with matching contributions and employee stock purchase plan
- No-cost wellness programs, counseling, and financial coaching
- Paid time off and flexible work schedules (eligibility-based)
- Family leave, dependent care resources, and tuition assistance (eligibility-based)
- Retiree medical access and additional benefits depending on eligibility
This is a niche skill set, and CVS is basically telling you they want a grown-up who can lead and deliver. If that’s you, don’t wait until the close date.
Go get that legacy-stack money.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 17, 2026 | Uncategorized
Own the behind-the-scenes work that keeps CVS’s tech org licensed, compliant, cost-smart, and ready to scale. If you can bridge engineering and procurement, negotiate clean terms, and optimize software asset spend without slowing teams down, this role is built for you.
About CVS Health
CVS Health is reimagining healthcare to make it more connected, convenient, and compassionate. Their technology teams support digital innovation across pharmacy and health solutions at massive scale.
Schedule
- Full-time (40 hours/week)
- Remote
- Application window closes: 04/24/2026
What You’ll Do
- Translate business needs into software license acquisition requirements and coordinate procurement/contract execution
- Collaborate with sourcing, finance, asset management, and contracts teams to complete software acquisitions
- Develop negotiation strategies and license matrices aligned to CVS’s IT roadmap and long-term vision
- Guide engineering teams on contract-related matters to support utilization and adherence to terms
- Support leadership and stakeholders on software evaluation, acquisitions, and contractual maintenance
- Identify and drive cost savings and efficiency improvements across software assets
- Negotiate favorable business terms and optimize third-party software costs
- Manage vendor relationships and ensure contract performance, deliverables, and compliance
- Maintain awareness of the IT industry landscape and emerging technology trends to inform decisions
What You Need
- 5+ years in Information Technology or Software Engineering (infrastructure engineering, app development, data engineering, or large-scale systems preferred)
- 3+ years hands-on experience with datacenter, infrastructure, network, and cloud servers
- 2+ years supporting third-party technologies and vendor support management
- 2+ years solving complex business/technical problems and proposing solutions
- Bachelor’s degree or equivalent experience (HS diploma + 4 years relevant experience)
Benefits
- Pay range: $54,300–$159,120/year (based on experience, education, geography, and other factors)
- Eligible for bonus/commission/short-term incentive programs (role-dependent)
- Medical plan options
- 401(k) with matching contributions and employee stock purchase plan
- No-cost wellness programs, counseling, and financial coaching
- Paid time off and flexible work schedules (eligibility-based)
- Family leave, dependent care resources, and tuition assistance (eligibility-based)
- Retiree medical access and additional benefits depending on eligibility
This is a “business-meets-infra” role, and the value is in how you negotiate, standardize, and optimize without becoming a bottleneck.
If that’s your lane, move on it.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Feb 17, 2026 | Uncategorized
Help build a next-gen infrastructure platform that lets hundreds of engineers ship safely and operate at Fortune 10 scale. If you live in Kubernetes, love automating pain away, and care about secure, reliable self-service platforms, this is a high-impact seat.
About CVS Health
CVS Health is reimagining healthcare to make it more connected, convenient, and compassionate. CVS Digital builds the platforms and products used across Retail, Pharmacy, Health Solutions, and Aetna, supporting applications used by millions.
Schedule
- Full-time (40 hours/week)
- Remote
- Application window closes: 04/24/2026
What You’ll Do
- Design and implement a self-service infrastructure platform for application resource provisioning
- Build scalable, secure, and reliable compute infrastructure that improves developer experience
- Partner with engineers, architects, and product teams to deliver platform capabilities from the ground up
- Lead implementation that enables teams to deploy code safely, quickly, and easily
- Automate repetitive work and remove developer friction through tooling and platform improvements
- Participate in peer code reviews and raise code quality across the team
- Approach platform work with a performance lens and help teams identify bottlenecks
- Mentor and coach mid to early career engineers; share learnings across the engineering org
What You Need
- 5+ years of professional software development experience
- 3+ years managing and provisioning Kubernetes clusters in production
- 3+ years with service mesh technologies (e.g., Istio) for traffic management, security, and observability
- 3+ years managing cloud infrastructure (GCP, AWS, or Azure), including compute, networking, IAM, and storage
- Experience managing TLS certificates, including automated renewal and Kubernetes integration
- Hands-on experience deploying Kubernetes applications using Helm
- Strong networking fundamentals (DNS, load balancing, ingress, firewalls, VPN)
- Experience working in Agile/Scrum environments with architecture and product partners
- Bachelor’s degree or equivalent experience (HS diploma + 4 years relevant experience)
Benefits
- Pay range: $83,430–$222,480/year (based on experience, education, geography, and other factors)
- Eligible for bonus/commission/short-term incentive programs (role-dependent)
- Medical plan options
- 401(k) with matching contributions and employee stock purchase plan
- No-cost wellness programs, counseling, and financial coaching
- Paid time off and flexible work schedules (eligibility-based)
- Family leave, dependent care resources, and tuition assistance (eligibility-based)
- Retiree medical access and additional benefits depending on eligibility
If you’ve got the Kubernetes + service mesh reps, this is a build-from-scratch platform role. Those don’t come around every day.
Go put your fingerprints on the foundation.
Happy Hunting,
~Two Chicks…
