by Terrance Ellis | Dec 21, 2025 | Uncategorized
This is a “build the engine while the stadium is full” kind of role. Sleeper wants a staff-level backend leader who can architect and scale core systems for fantasy and DFS, handle real-time workloads, and mentor other engineers while the product keeps growing.
About Sleeper
Sleeper is a sports games platform built around community and real-time interaction, spanning fantasy leagues, pick’em contests, and DFS. They run lean, obsess over UX, and are backed by major investors (Andreessen Horowitz, General Catalyst, Expa). They’re scaling to serve tens of millions of sports fans.
Schedule
• Full-time
• Remote-friendly (preference for SF Bay Area, Los Angeles, NYC, or Pacific Northwest)
• High-ownership, fast-moving engineering culture
What You’ll Do
⦁ Design and build backend systems powering real-time sports experiences: fantasy contests, Sleeper Picks, profiles, leaderboards, and more.
⦁ Architect scalable distributed systems built for low latency and high availability with millions of concurrent users.
⦁ Lead initiatives end-to-end, from concept through deployment, with clean interfaces and resilient services.
⦁ Optimize performance through monitoring, profiling, and capacity planning, and proactively remove bottlenecks.
⦁ Collaborate with product, design, and frontend to ship features users actually feel.
⦁ Mentor engineers, give high-quality code reviews, and raise the bar on backend standards and best practices.
⦁ Drive technical direction and engineering culture as a key leadership voice.
What You Need
⦁ 7+ years backend engineering experience, including staff-level or tech lead ownership.
⦁ Track record scaling distributed systems in real-time, gaming, or similarly demanding environments.
⦁ Strong proficiency in at least one backend language (Go, Python, Node.js, Java, etc.) and good judgment on tradeoffs.
⦁ Deep database knowledge (SQL + NoSQL), caching strategies, and message queues (Kafka, RabbitMQ, Pub/Sub).
⦁ Experience designing REST and/or GraphQL APIs, data models, and internal tooling.
⦁ Cloud experience (AWS/GCP/etc.), plus containers (Docker) and orchestration (Kubernetes is a plus).
⦁ Product mindset and strong communication, with a real love for mentoring.
⦁ Bonus: Passion for sports, gaming, multiplayer, or real-time systems.
Benefits
⦁ $225,000 to $300,000 base salary (not including equity).
⦁ Equity.
⦁ Medical, dental, and vision insurance.
⦁ 401(k) with company matching.
⦁ Generous PTO and flexible remote work policy.
⦁ Fast growth potential in a small, high-impact team.
Straight talk: this role is for someone who enjoys being accountable for performance and reliability at scale, not just writing features. If you like owning systems, setting standards, and making the platform faster and more resilient, this is a big swing.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 21, 2025 | Uncategorized
This is a “build fast, scale hard” React Native role. Sleeper wants a senior frontend engineer who can ship features, tighten performance, and keep a massive mobile product feeling snappy for millions of sports-obsessed users.
About Sleeper
Sleeper is a fantasy sports and games platform with social at its core. They’ve grown beyond NFL into NBA, LCS, and soccer, and they run Sleeper Picks, a real-money DFS product where users predict player performance. They’re investor-backed, moving fast, and building for scale.
Schedule
• Full-time
• Remote (San Francisco Area listed)
• Engineering team supporting mobile + web at scale
• Fast-paced, ambiguous environment with high ownership expectations
What You’ll Do
⦁ Partner with design to translate user needs into clear technical specs and scalable UI solutions.
⦁ Write clean, maintainable React Native code using TypeScript and modern libraries (React Query, Navigation, Reanimated, etc.).
⦁ Build reusable UI components and maintain a smart component hierarchy that doesn’t turn into spaghetti.
⦁ Implement UI logic using React patterns like hooks, state management, props, and lifecycle methods.
⦁ Integrate frontend components with backend services through REST or GraphQL APIs.
⦁ Troubleshoot and debug complex performance, sockets, and caching issues (the real “senior” work).
⦁ Stay current on mobile best practices and accessibility standards.
What You Need
⦁ Computer Science degree or equivalent real-world experience.
⦁ 5+ years of mobile and/or web development with a strong frontend emphasis.
⦁ Strong JavaScript skills and demonstrated ability to develop systems/algorithms in production environments.
⦁ Proven ownership mindset: you can take a large-scale product area and run it.
⦁ Highly proactive, comfortable building processes from scratch, and willing to challenge assumptions.
⦁ Thrives in ambiguity, likes speed, and can still protect quality under pressure.
Benefits
⦁ $180,000 to $235,000 base salary (depending on experience).
⦁ Medical, dental, PTO, and 401(k).
⦁ Small, high-impact team where your work ships and gets seen.
⦁ Professional growth inside an investor-backed company shaping the DFS and sports gaming space.
Quick reality check: this is not “coast and collect a paycheck.” They want someone who can own performance and architecture decisions and move fast without breaking things. If that’s your lane, it’s a killer role.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 18, 2025 | Uncategorized
Lead the architecture that gets customer-facing products from “cool idea” to stable production without chaos. If you’re the one people call when deployments get messy, systems get flaky, or teams need a clean cloud path forward, this role is built for you.
About CVS Health
CVS Health is the nation’s leading health solutions company, serving millions through local presence and digital channels. Their mission is to deliver more connected, convenient, and compassionate care. This role sits in Digital Engineering & Architecture, helping shape cloud architecture standards and execution across teams.
Schedule
- Remote (work from anywhere in the USA)
- Full-time
- Application window closes: 03/31/2026
What You’ll Do
⦁ Design and evolve cloud-ready architecture solutions across process, applications, data, and technology aligned to enterprise standards
⦁ Build an architectural maturity model and strategic roadmap that moves teams from project work to production delivery, with a shift toward agile execution
⦁ Create standard processes that speed up decisions and improve observability and transparency across team practices
⦁ Review and validate architecture patterns to ensure scalability, resiliency, reliability, stability, and availability across new and existing functionality
⦁ Guide deployment and rollback planning for key initiatives, using AI where appropriate
⦁ Partner with stakeholders across the organization to assess impacts, communicate changes, and establish best-practice architectural schematics
⦁ Drive key architectural decisions and ensure standards and guidelines are met across major initiatives
What You Need
⦁ 7+ years of hands-on consumer-facing, enterprise application development (including 5+ years in architecture)
⦁ Strong decision-making skills when choosing technologies and setting architectural best practices
⦁ Experience architecting cloud solutions in AWS, Azure, or GCP
⦁ Expert understanding of architecture methodologies and best practices
⦁ Experience with Jenkins, CI/CD pipelines, Git, and DevOps principles
Benefits
⦁ Base pay range: $106,605.00 – $284,280.00 (plus bonus/short-term incentives and equity target)
⦁ 401(k) with matching, employee stock purchase plan, and affordable medical plan options
⦁ No-cost wellness programs plus confidential counseling and financial coaching
⦁ Paid time off, flexible work schedules, family leave, tuition assistance, and additional benefits based on eligibility
This one stays open until 03/31/2026, but don’t let that lull you to sleep. The best candidates apply early, before the pipeline gets crowded.
If you can turn cloud strategy into clean, repeatable delivery, this is a solid lane.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 18, 2025 | Uncategorized
Be the person who keeps a high-stakes production support operation honest, compliant, and running clean. If you like structure, vendor governance, and fixing the “how we work” problems that quietly wreck service delivery, this role has your name on it.
About CVS Health
CVS Health is one of the nation’s largest health solutions companies, serving millions through local presence and digital channels. Their mission is to build more connected, convenient, and compassionate care. This role supports Aetna Technology Production Support and focuses on Managed Services SOW governance.
Schedule
- Remote (work from anywhere in the USA)
- Full-time (40 hours/week)
- Application window closes: 12/31/2025
What You’ll Do
⦁ Conduct contract and operations audits to confirm vendor adherence to standards, processes, and reporting requirements, and recommend mitigation strategies for risk gaps
⦁ Prepare materials for vendor governance reviews, participate in recurring governance meetings, and ensure issues and actions are resolved with compliance in mind
⦁ Manage contract change requests, track vendor allocation consumption, ensure accurate reporting, and support amendments through the lifecycle
⦁ Serve as the liaison between Aetna Technology and vendor Managed Services teams to resolve service-related issues and respond to internal stakeholder needs
⦁ Maintain a centralized, organized repository of governance documentation and records for accuracy, visibility, and audit readiness
⦁ Identify and drive process improvements to streamline governance workflows and strengthen scope estimation and operational execution
What You Need
⦁ 5+ years in production support (or similar technology support), preferably in a major healthcare environment
⦁ 3+ years in contract administration or a closely related role
⦁ 3+ years of data analysis and reporting (QuickBase, Excel, PowerPoint), including handling sensitive information with discretion
⦁ 2+ years validating compliance with contract terms and operational processes
⦁ 2+ years in process auditing, documentation, and coordination
⦁ 5+ years proficiency with Microsoft Office and SharePoint
Benefits
⦁ Base pay range: $60,300.00 – $145,860.00 (plus eligibility for bonus/commission/short-term incentives)
⦁ 401(k) with matching, employee stock purchase plan, and affordable medical plan options
⦁ Wellness programs, confidential counseling, and financial coaching
⦁ Paid time off, flexible schedules, family leave, tuition assistance, and additional benefits based on eligibility
This posting closes on 12/31/2025. If you match the governance + production support + vendor management mix, move now, not “later this week.”
If you’re ready to be the calm adult in the room when contracts, service delivery, and compliance collide, step in.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 18, 2025 | Uncategorized
Own the “north star” AI architecture for a massive enterprise and make it real, not theoretical. If you’ve been the person other architects follow, this is the kind of seat where your patterns become the standard.
About CVS Health
CVS Health is one of the nation’s largest health solutions companies, serving millions through local presence and digital channels. Their mission is to build a world of health around every consumer with more connected, convenient, compassionate care. This role sits in Innovation & Technology, shaping applied AI across the enterprise.
Schedule
- Fully remote (work from anywhere in the USA)
- Full-time
- Application window closes: 02/28/2026
What You’ll Do
⦁ Define and drive enterprise reference architectures for applied AI, built for simplicity, security, and scale
⦁ Create roadmaps, standards, best practices, and starter-code reference implementations that accelerate delivery
⦁ Lead buy vs. build evaluations based on market trends, cost, and business outcomes
⦁ Establish reusable AI patterns (RAG, agents, pipelines, governance) that reduce risk and increase speed to market
⦁ Partner with business and technology leaders to adopt AI responsibly across applications and systems
⦁ Ensure non-functional requirements (performance, availability, failover, scalability, security) are clearly defined and met
⦁ Mentor and coach architects, influence large initiatives, and continuously improve how AI is implemented enterprise-wide
What You Need
⦁ 15+ years relevant experience (including 10+ years in architecture) and 10+ years designing complex solutions
⦁ 10+ years helping teams implement “north star” architectures via mentoring, POCs, and starter code
⦁ Deep applied AI expertise: GenAI models, pipelines, fine-tuning, prompt engineering, RAG, vector stores, MCP, frameworks like LangChain, agents like LangGraph, and modern application architecture
⦁ Strong skills in requirements analysis, estimation, systems design, and testing
⦁ Proven ability to influence, negotiate, coach, and build coalitions across a complex enterprise tech landscape
⦁ Bachelor’s degree in Computer Science or related field
Benefits
⦁ Base pay range: $175,100.00 – $334,750.00 (plus bonus/short-term incentives and equity target)
⦁ 401(k) with matching, employee stock purchase plan, and affordable medical plan options
⦁ Wellness programs (screenings, tobacco cessation, weight management) plus confidential counseling and financial coaching
⦁ Paid time off, flexible work schedules, family leave, tuition assistance, and additional benefits based on eligibility
Hiring window is open now. If you’re even close to qualified, don’t overthink it, get your name in.
Build the AI blueprint that teams actually ship from, at national scale.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 18, 2025 | Uncategorized
Job ID: R0762508 | App window closes: 01/03/2026 | Pay range: $83,430 – $222,480
This is basically a “Swiss Army knife” senior role: Java + .NET + Angular + Azure + ETL + Kafka + SQL + test automation + AI. That’s a lot. It’s not impossible, but it’s a red flag if your background isn’t already living in that stack.
What this job really is
You’re building and stitching together cloud apps and data flows:
- APIs: Java Spring Boot and .NET
- UI: Angular and .NET MVC
- AI: Azure AI services + (preferred) Python
- Data/ETL: Azure Data Factory, SSIS, Airflow
- Eventing: Kafka
- Quality: Selenium/JUnit/TestNG/Playwright
Translation: they want someone who can ship end-to-end features and also handle the plumbing.
My blunt “fit check”
You’re a legit match only if you can credibly claim most of these buckets:
- Backend: Java Spring Boot OR .NET (ideally both)
- Cloud: Azure (Functions + Data Factory are specifically called out)
- Data: SQL + ETL (SSIS/Airflow)
- Eventing: Kafka
- Testing: at least one serious automation framework
- Front-end: Angular (or strong equivalent)
If you’re missing Azure + ETL + Kafka, this is probably a waste of effort unless you’re willing to frame yourself as “strong in X, ramp fast in Y” and accept lower odds.
What to emphasize on your resume (if applying)
Use bullets that prove outcomes, not duties:
- “Built Spring Boot REST APIs supporting X users / X TPS”
- “Deployed Azure Functions + Data Factory pipelines processing X records/day”
- “Implemented Kafka-based event flow reducing latency from X to Y”
- “Optimized SQL queries/caching cutting runtime by X%”
- “Built automated test suite (Playwright/Selenium) raising coverage to X%”
- “Integrated Azure AI (document extraction, search, classification, etc.) into workflow”
Your fastest next move
Tell me your actual tech background in one line like this:
Java/Spring: Y/N | .NET: Y/N | Angular/React: Y/N | Azure: Y/N | ETL (ADF/SSIS/Airflow): Y/N | Kafka: Y/N | SQL: Y/N | Automation testing: Y/N
And I’ll tell you straight: apply / don’t apply, and if apply, I’ll rewrite your top resume bullets to match this posting.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 18, 2025 | Uncategorized
This one is a high-skill “make engineers faster” role: internal tooling, platform thinking, CI/CD, dashboards/metrics, and some GenAI sprinkled in (prompting + NLP + model fine-tuning).
About CVS Health
CVS Health is building platforms that support Retail, Pharmacy, Health Solutions, and Aetna at Fortune 10 scale, with a big emphasis on improving developer experience across CVS Digital.
Schedule
- Full-time, 40 hours/week
- Remote (available in multiple locations)
What You’ll Do
- Build internal tools/libraries that help teams build, test, preview, deploy, and operate apps with less friction
- Create APIs + dashboards that show platform metrics and developer productivity measurements
- Drive best practices: test coverage, clean code, security, and consistent standards
- Work with architects/product/leadership to set direction for front-end web dev and platform patterns
- Lead prototyping and scaling of GenAI/LLM use cases into production tools
- Mentor junior engineers and operate as a technical leader across infrastructure engineering
What You Need
- 5+ years Java
- 3+ years Spring Boot
- Backend enterprise experience (3+ years)
- CI/CD maturity (Git, automated testing, pipelines) 3+ years
- Public cloud experience 2+ years (AWS/GCP/Azure)
- Data store skills (RDBMS/NoSQL)
- Some NLP familiarity preferred + prompt engineering
- Experience partnering with architecture/product/program teams to influence decisions
Preferred
- React experience
- Strong comms + ability to evangelize new tooling across a big org
- AI/ML infrastructure on cloud (nice-to-have but they clearly want it)
Pay
- Typical range: $83,430 – $203,940/year (bonus eligible)
Deadline: application window expected to close 12/31/2025.
Straight talk (so you don’t waste time)
This is not a “learn on the job” dev role. It screams: senior Java/Spring + DevEx + platform engineering + CI/CD + cloud, and then “GenAI” on top. If your resume doesn’t already show internal tooling, CI/CD ownership, developer productivity work, or platform-ish projects, it’s going to be a rough match.
If you still want to shoot your shot anyway
Your angle has to be automation + systems + reducing lead time, not “I’m a good coder.” Think bullets like:
- built CI/CD pipelines, reduced deployment time by X
- created internal SDKs/tools used by N teams
- built dashboards/metrics (DORA metrics, build times, error rates)
- standardized templates/scaffolding for services
- automated repetitive engineering workflows
- experimented with LLM prompts or AI-assisted tooling (even lightweight)
If you tell me your actual tech background (Java/Spring? any cloud? any CI/CD?), I’ll tell you bluntly whether this is “apply now” or “don’t burn cycles.”
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 18, 2025 | Uncategorized
This is a “design the whole machine” role, not a slide-deck architect. You’d be building enterprise solution architectures around event-driven systems, cloud-first design (AWS preferred), and the newer wave of AI/agentic tech, while coaching dev teams and unblocking real technical work.
About CVS Health
CVS Health is reimagining healthcare through a massive national footprint and digital platforms, building systems that are more connected, convenient, and compassionate.
Schedule
- Full-time
- Remote or hybrid (role is open to multiple CVS locations; can be fully remote anywhere in the U.S.)
What You’ll Do
- Architect end-to-end business solutions for strategic initiatives across apps, data, infra, platform, and security
- Lead modern event-driven architecture design (think Kafka, streaming, decoupled services)
- Build cloud-native reference architectures and frameworks, including AI and agentic integration patterns
- Partner across Digital, Data/Analytics, IT, Enterprise Architecture, Infrastructure, and Security
- Coach and guide dev teams, remove roadblocks, and stay hands-on with technical problem-solving
- Drive adoption of cloud-first / cloud-native patterns across legacy + modern environments
What You Need
- 8+ years designing/developing enterprise solutions
- 2+ years hands-on cloud implementations (especially event-driven architectures)
- Strong cloud architecture skills (AWS preferred) for large-scale distributed systems
- Solid architecture coverage across:
- Application, data, integration, and security design
- APIs: REST, GraphQL, gRPC
- Microservices and Domain-Driven Design (bounded contexts to services)
- Streaming platforms like Apache Kafka
- DevSecOps/DataOps and Agile/XP practices
- SQL + NoSQL + cloud database tech
- Demonstrable hands-on experience is essential (they’re basically daring you to prove it)
Preferred
- AWS Certified Solutions Architect
Benefits
- Medical plan options
- 401(k) with matching contributions
- Employee stock purchase plan
- Wellness programs, counseling, and financial coaching
- PTO and other benefits depending on eligibility
Pay
- Typical range: $106,605 – $260,590/year (plus potential bonus/short-term incentives and equity award target)
Deadline: application window expected to close 02/28/2026.
Straight talk: this role screams “principal-level builder who can still code.” If your background is mostly governance and diagrams, you’ll get exposed fast. If you’ve actually shipped cloud-native, event-driven systems and can talk DDD like a native language, this is a power move.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 18, 2025 | Uncategorized
If you’re the kind of engineer who gets irrationally excited by relevance tuning, latency charts, and “why the heck did that query return THAT,” this role is built for you. You’ll own big pieces of CVS’s eCommerce search and discovery stack, making search faster, smarter, and more personalized for millions of customers.
About CVS Health
CVS Health is building a more connected, convenient, and compassionate healthcare experience across retail and digital channels, powered by teams that scale systems used nationwide.
Schedule
- Full-time, 40 hours/week
- Remote
- Available in 7 locations
What You’ll Do
- Design, build, and maintain scalable Elasticsearch search infrastructure
- Optimize relevance, performance, and indexing strategies for large product catalogs
- Implement features like:
- Autocomplete
- Faceted search
- Synonyms
- Typo tolerance
- Partner with data science to integrate ML ranking + personalization into the search pipeline
- Monitor and troubleshoot production latency, availability, and performance
- Build tools/dashboards for search analytics and observability
- Stay on top of search tech trends and help drive architecture decisions
What You Need
- 5+ years software engineering experience
- 5+ years coding in Java, Python, or Scala
- 3+ years running Elasticsearch in production
- Deep knowledge of:
- Indexing and query parsing
- Relevance tuning
- Search engine internals
- Experience with distributed systems, REST APIs, and microservices
- Comfort working with large-scale data and real-time systems
- Familiarity with eCommerce search + product discovery challenges
Preferred
- Vector/semantic search, or LLM-based retrieval
- Elastic Stack experience (Kibana, Logstash, etc.)
- MLOps experience (shipping ML models into prod)
- Cloud + containers: AWS/GCP/Azure, Docker, Kubernetes
Benefits
- Medical plan options
- 401(k) with matching company contributions
- Employee stock purchase plan
- Wellness programs, counseling, and financial coaching
- PTO and additional benefits depending on eligibility
Pay
- Typical range: $92,700 – $222,480/year (final offer varies by experience, education, location, etc.)
Deadline: Application window expected to close 12/26/2025.
Real talk: this is a legit high-impact engineering gig. But it’s also a “bring receipts” role. If you don’t have production Elasticsearch scars (cluster tuning, shard strategy, relevance experiments, incident response), it’ll be a stretch.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 18, 2025 | Uncategorized
Build reporting and analytics solutions that turn raw data into decisions people can actually act on. If you’re strong in SQL Server, SSIS, and app-style reporting tools and you like owning the full flow from query to dashboard to stakeholder readout, this role is a clean fit.
About CVS Health
CVS Health is a leading health solutions company serving millions through local presence and digital channels. In this role, you’ll partner with internal teams to design and deliver complex analyses, reporting solutions, and applications that support business needs.
Schedule
- Remote (available in 36 locations)
- Full-time, 40 hours/week
- Application window expected to close 12/19/2025
What You’ll Do
⦁ Design and deliver complex analyses, reporting solutions, and internal applications
⦁ Collaborate with internal partners to develop reporting and analytic studies that support business goals
⦁ Develop, validate, and execute complex queries; build complex reports and interpret results for stakeholders
⦁ Evaluate data needs, ensure data integrity, define metrics, and determine collection/evaluation methods
⦁ Turn data into actionable insights through clear reporting solutions
⦁ Troubleshoot technical issues and resolve reporting/application defects
⦁ Present analysis and findings to internal customers and stakeholders
What You Need
⦁ 2–4+ years experience in most of the following:
⦁ SQL Server Integration Services (SSIS)
⦁ Development languages: ASP.NET, C#, JavaScript
⦁ Database language: T-SQL
⦁ Database: MS SQL Server
⦁ Bachelor’s degree in Information Systems, Computer Science, or equivalent related work experience
Benefits
⦁ Affordable medical plan options
⦁ 401(k) with company match and employee stock purchase plan
⦁ Wellness programs, confidential counseling, and financial coaching
⦁ Paid time off, flexible schedules, family leave, dependent care resources, colleague assistance programs, tuition assistance, retiree medical access, and more (eligibility varies)
This one closes 12/19/2025. If you’ve got SSIS + C# + T-SQL in your pocket, you should not be “thinking about it” on the 18th.
If you’re ready to own reporting end-to-end and ship solutions people depend on, go apply.
Happy Hunting,
~Two Chicks…
