by Terrance Ellis | Jan 26, 2026 | Uncategorized
Build and improve the search experience across CVS Health’s digital platforms using modern search tech, machine learning, and data analysis. This role sits at the intersection of relevance tuning, scalable infrastructure, and next-gen search enhancements (including LLM and RAG approaches).
About CVS Health
CVS Health is focused on making health care more connected, convenient, and compassionate through its local footprint and digital channels. Their teams build technology that supports millions of people and helps simplify health care for individuals and communities.
Schedule
- Full-time (40 hours/week)
- Remote
What You’ll Do
- Develop and optimize search algorithms and systems using Elastic, OpenSearch, and/or Solr
- Improve search relevance using machine learning approaches (classification and ranking models)
- Build scalable search infrastructure using Kubernetes, Kafka, and search platforms (Elastic/Solr/OpenSearch)
- Explore and implement modern search enhancements like agentic solutions, RAG, and LLMs
- Analyze search queries, user behavior, and performance metrics to identify and deliver improvements
- Partner with product, engineering, and business stakeholders to gather requirements and ship solutions
- Develop and evaluate predictive and analytical models to solve search-related problems
- Use Python, Kotlin, and/or Java to examine and interpret large-scale search data
- Communicate technical concepts clearly to both technical and non-technical audiences
What You Need
- 5+ years of experience in search engineering, information retrieval, or a related field
- 3+ years programming with Python or Java/Kotlin
- 3+ years working with Elastic, OpenSearch, Solr, or similar open-source search engines
- 3+ years experience with SQL and/or NoSQL databases
- Bachelor’s degree or equivalent experience (HS diploma + 4 years relevant experience)
Benefits
- Pay range: $92,700 – $222,480 (plus bonus/short-term incentive eligibility)
- Medical plan options and wellness programs
- 401(k) with matching contributions
- Employee stock purchase plan
- Paid time off, family leave, tuition assistance, and more (eligibility-based)
The application window closes soon. If you want it, don’t drag your feet.
Help shape search that’s faster, smarter, and more useful at massive scale.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 26, 2026 | Uncategorized
A senior, enterprise-level architecture role focused on applied Generative AI and how it gets safely and scalably embedded into real business applications. You’ll shape CVS Health’s AI reference architectures, patterns, and roadmap decisions across a complex tech ecosystem.
About CVS Health
CVS Health is building a more connected, convenient, and compassionate health care experience. With a national footprint and a massive digital and clinical reach, they’re investing heavily in technology that simplifies care for individuals and communities.
Schedule
- Full-time (40 hours)
- Remote (USA)
- Location flexibility: can work remotely from anywhere in the U.S.
What You’ll Do
- Define and drive future-state reference architectures for applied AI across the enterprise
- Create roadmaps, standards, patterns, best practices, and starter-code reference implementations
- Evaluate market trends and guide buy vs. build decisions tied to business outcomes and cost
- Consult with technology and business partners to adopt AI responsibly across business applications
- Lead creation of reusable AI patterns that increase speed to market, reduce cost, and manage risk
- Ensure non-functional requirements are clearly defined (performance, security, availability, scalability, failover)
- Mentor and coach architects and delivery teams through POCs, starter code, and architectural enablement
- Help define long-term architecture strategy in a complex, large-scale environment
What You Need
- 15+ years of relevant experience (including 10+ years in architecture)
- 10+ years designing complex solutions and enabling implementation through mentoring/POCs
- Deep, hands-on applied AI architecture experience, including:
- GenAI models and pipelines
- Fine-tuning and prompt engineering
- RAG architectures and vector stores
- MCP, LangChain, LangGraph (or similar frameworks and agent tooling)
- Strong experience in requirements analysis, estimation, systems design, and testing
- Expert-level understanding of architecture methodologies, standards, governance, patterns, and best practices
- High-impact collaboration and influence skills across technical and business stakeholders
Benefits
- Competitive pay range: $175,100 – $334,750 (plus bonus/incentives and equity target program)
- Medical plan options and wellness programs
- 401(k) with matching contributions
- Employee stock purchase plan
- Paid time off, family leave, tuition assistance, and more (eligibility-based)
Application window closes soon. If it’s on your list, move on it.
Build the blueprint for enterprise AI that teams can actually ship against.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 26, 2026 | Uncategorized
If you like building practical AI that actually improves how work gets done, this role sits at the intersection of contact center operations and emerging tech, owning AI-powered improvements that boost automation, agent productivity, and customer experience.
About CVS Health
CVS Health supports a more connected, convenient, and compassionate health care experience, serving millions of people through health services, pharmacy, and care programs.
Schedule
- Full-time (40 hours/week)
- Remote
- Up to 15% travel may be required
What You’ll Do
- Serve as the AI subject matter expert and Business Product Owner for contact center technology in Retail Customer Care
- Partner with IT and business teams to design, develop, and deploy AI-powered applications and services (plus support legacy systems)
- Build and deploy AI agents (prompt-response, task-oriented, autonomous) to automate workflows and improve operational efficiency
- Lead testing, deployment, and optimization of generative AI for agent assist, self-service, and operational analytics
- Create and maintain prompt libraries and documentation for scalable AI deployments
- Identify, evaluate, and pilot new contact center technologies focused on automation and intelligent self-service
- Drive intake, prioritization, and execution of technology changes (releases, upgrades, Tier 2 incidents)
- Lead remediation efforts for process and technology breakdowns; improve performance across tools, workflows, and systems
- Present executive-level updates, insights, and recommendations clearly and confidently
- Mentor cross-functional teams on AI capabilities and best practices
- Stay current on AI tools, trends, and regulatory developments
- Support additional team and organizational needs as assigned
What You Need
- 1+ year experience with generative AI, agentic AI, and emerging technologies in customer service or operations environments
- 1+ year experience with prompt engineering, including designing and optimizing prompts for LLMs and deploying AI agents
- 1+ year experience as a Business Product Owner (or similar), leading cross-functional initiatives and delivering scalable technology solutions
- Strong stakeholder communication skills across technical and non-technical audiences
- Ability to analyze data and performance trends to drive decisions
- Bachelor’s degree or recent certification(s) in AI/ML, Computer Science, Applied AI (or equivalent practical experience)
Preferred
- Experience with cloud-based contact center platforms and migration strategies
- Knowledge of core contact center capabilities (omni-channel support, workforce management, QA, performance tracking)
- Experience deploying technology solutions across contact center teams with measurable adoption and impact
- Strong project and change management skills with consistent follow-through
- Agile Scrum or Lean Six Sigma certification
- Experience with tech change intake and incident management, including root cause analysis
Benefits
- Pay range: $54,300–$145,860 (base; offer varies by experience, education, and geography)
- Medical plan options
- 401(k) with matching + employee stock purchase plan
- Wellness programs, counseling, and financial coaching
- Paid time off, flexible work schedules, and leave options (based on eligibility)
- Tuition assistance and additional benefits (based on eligibility)
We anticipate the application window for this opening will close on: 01/16/2026
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 26, 2026 | Uncategorized
This is a strategic, enterprise-level role for someone who can turn AI buzzwords into real capability across a huge organization. You’ll own the AI learning strategy, build scalable programs, and partner with senior leaders to accelerate adoption and grow technical talent across CVS Health’s tech teams.
About CVS Health
CVS Health is focused on building a more connected, convenient, and compassionate health care experience. With a nationwide footprint and hundreds of thousands of colleagues, the company supports millions of people through in-person care, digital channels, and health solutions designed to simplify care for individuals, families, and communities.
Schedule
- Full-time (40 hours/week)
- Remote
What You’ll Do
- Lead the enterprise AI learning strategy aligned to business and transformation goals
- Partner with senior executives and technical leaders to identify skill gaps and future workforce needs
- Design and deliver advanced AI learning experiences (executive briefings, immersive workshops, role-based learning paths)
- Translate complex AI topics (generative AI, LLMs, ethical AI, MLOps) into accessible, actionable learning for broad audiences
- Establish program governance, success metrics, and continuous improvement using data and insights
- Track AI trends and advise leadership on what’s emerging and what it means for workforce development
- Represent CVS Health externally in AI learning forums and partnerships to strengthen employer brand and industry credibility
What You Need
- 8+ years in technology-adjacent roles, including 3+ years influencing senior stakeholders
- Proven experience designing and executing enterprise-level AI or advanced technology strategies
- Strong understanding of AI/ML concepts (deep learning, generative AI, MLOps)
- Familiarity with AI frameworks and languages (Python, TensorFlow, PyTorch) and cloud AI services (AWS SageMaker, Azure AI, Google Vertex AI)
- Strong coaching and technical talent development ability
- Exceptional executive communication and strategic consulting skills
Preferred
- Adult learning expertise and instructional design frameworks (ADDIE, SAM)
- Experience advising senior leaders on AI workforce readiness and transformation
- Hands-on AI model development/deployment experience
- Knowledge of responsible AI practices and regulatory considerations
- Master’s degree preferred
Benefits
- Pay range: $106,605–$284,280 (base; final offer varies by experience, education, and geography)
- Bonus, commission, or short-term incentive eligibility (role dependent)
- Equity award target included
- Medical plan options
- 401(k) with matching contributions
- Employee stock purchase plan
- Wellness programs, counseling, and financial coaching
- Paid time off and additional leave options (varies by eligibility)
- Tuition assistance and additional benefit offerings (varies by eligibility)
If you’ve got the blend of AI fluency, executive presence, and learning design chops to move a massive org forward, this is the kind of role that can turn into real influence fast.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 26, 2026 | Uncategorized
If you’re calm under pressure, good on the phone, and you like solving real problems in real time, this is a solid entry point into tech support. You’ll be the person CVS store, pharmacy, MinuteClinic, and photo teams call when systems or hardware start acting up, and you’ll work toward strong first-call resolution.
About CVS Health
CVS Health is focused on building a more connected, convenient, and compassionate health care experience. They support millions of people nationwide through local stores, digital services, and a large team committed to improving health outcomes.
Schedule
- Full-time (40 hours/week)
- 5 days/week with 1 weekend shift required
- Remote option available (may work onsite if preferred)
Work-From-Home Requirements
- Quiet, private workspace with a closed door
- Reliable dependent/child-care during work hours
- Secure internet connection with 150 Mbps speed
- If internet or power is interrupted and not restored quickly, you must be able to report to the call center and arrive within 1 hour of the interruption
What You’ll Do
- Take live troubleshooting calls daily and provide timely technical support
- Diagnose and resolve issues for hardware, pharmacy systems, point of sale, MinuteClinic, and photo systems
- Document issues thoroughly by creating tickets and requesting needed information in support tools
- Use internal knowledge articles and follow escalation and follow-up processes to ensure resolution
- Manage call volume efficiently while meeting service level agreements (SLAs)
- Keep current on policies, procedures, and troubleshooting methods
- Collaborate with teammates to improve outcomes and customer satisfaction
What You Need
- 6 months of technical and/or call center experience
- High School Diploma or GED (or 2 years equivalent experience)
- Strong customer service skills and comfort handling live troubleshooting calls
- Ability to document clearly, follow processes, and work within SLAs
Preferred
- Help desk or call center experience providing tech support in a retail environment
- Experience using computer hardware and software applications
Benefits
- Pay range: $17.00–$34.15 per hour (based on experience, location, and other factors)
- Medical plan options
- 401(k) with matching contributions
- Employee stock purchase plan
- Wellness programs, counseling, and financial coaching
- Paid time off and additional leave options (varies by eligibility)
- Tuition assistance and additional benefit offerings (varies by eligibility)
If you’re ready to sharpen your troubleshooting chops and get paid to be the calm voice on the other end of the chaos, this one’s worth a serious look.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Jan 26, 2026 | Uncategorized
If you’re the kind of person who likes building clean, repeatable server environments and keeping them healthy under real-world pressure, this role is right in your lane. You’ll own Windows-heavy infrastructure work across on-prem and Azure, with a strong mix of provisioning, patching, monitoring, backup, security hardening, and Tier III support.
About CVS Health
CVS Health is a leading health solutions company working to make care more connected, convenient, and compassionate. This role supports infrastructure operations and projects that keep critical systems stable, secure, and scalable.
Schedule
- Full-time, 40 hours per week
- Remote
- Application window expected to close: 01/27/2026
What You’ll Do
- Engineer and provision infrastructure solutions for project and operational needs
- Install new or rebuild existing servers (on-prem and cloud), including:
- Hardware and peripherals
- Services and system settings
- Directories, storage, and standards-based configurations
- Install and configure systems supporting:
- EMR and cloud infrastructure applications
- Asset management applications
- Develop and maintain installation and configuration procedures
- Contribute to and maintain system standards
- Research and recommend innovative, automated approaches to system administration
- Perform daily monitoring to verify integrity and availability of:
- Hardware
- Server resources
- Systems and key processes
- Logs, backups, and scheduled jobs
- Perform security monitoring to identify possible intrusions
- Perform vulnerability remediation for cloud and on-prem server infrastructure
- Run daily backup operations using Azure Backup
- Create, update, and delete user accounts as requested
- Provide Tier III support, including investigation and troubleshooting
- Repair and recover from hardware or software failures and communicate impacts
- Apply OS patches and upgrades using Azure Patch Management
- Upgrade and configure software supporting EMR, cloud infrastructure, or asset management needs
- Produce performance reporting for capacity planning
- Perform performance tuning, hardware upgrades, and resource optimization
- Configure CPU, memory, and disk partitions as required
- Maintain data center environmental and monitoring equipment
- Handle other duties as assigned
What You Need
- 3+ years of Windows Server administration experience
- 3+ years of DNS and Active Directory management experience
- 2+ years of Microsoft Azure experience deploying resources such as:
- Virtual machines
- Storage accounts
- 2+ years of Microsoft Entra ID experience
- 2+ years of certificate management experience
- Associate’s degree required (Bachelor’s preferred)
Preferred
- Linux server administration experience
- Nerdio experience
- DigiCert experience
- GoDaddy experience
- RMM package deployment experience
- Experience across Windows Server versions: 2016, 2019, 2022
- Azure Virtual Desktop host pool and application configuration experience
- IIS experience
- SQL experience (2016, 2019)
- Experience with tools/tech such as:
- VMware vCenter 6.0+
- VMware vSAN 6.0
- Citrix ADC
- CrowdStrike
- Tenable
- Sumo Logic
- MCSE or MCSA (preferred)
- Strong PC skills (Microsoft Office, Google Docs)
- Ability to evaluate emerging tech and recommend business-friendly solutions
- Knowledge of data center environments, hosting services, networks, and SaaS
- Ability to document server physical and logical topology
Benefits
- Pay range: $64,890–$173,040 (actual offer depends on experience, education, geography, and other factors)
- Eligible for CVS Health bonus, commission, or short-term incentive program in addition to base pay
- Affordable medical plan options
- 401(k) with matching company contributions
- Employee stock purchase plan
- No-cost programs, including:
- Wellness screenings
- Tobacco cessation
- Weight management
- Confidential counseling
- Financial coaching
- Paid time off
- Flexible work schedules (where eligible)
- Family leave and dependent care resources
- Colleague assistance programs
- Tuition assistance and more (depending on eligibility)
One honest note: this is a “keep the lights on and make it better” infrastructure job. If your resume leans more help desk than server admin, you’ll feel exposed fast. If you’ve actually owned patching, backups, AD/DNS, certs, and Azure VM deployments end-to-end, you’ll be solid.
Happy Hunting,
~Two Chicks…
