Senior Software Engineer, Backend (Applications) – Remote

SmithRx is building the modern PBM backbone, and this role sits right in the engine room: backend systems that power drug data for their product suite. If you like designing APIs, scaling services, and translating messy business needs into clean architecture, this is a strong fit.

About SmithRx
SmithRx is a venture-backed health tech company modernizing pharmacy benefits with a platform built for real-time insights, cost savings, and a better customer experience. They’re mission-driven, growing fast, and operating in a regulated space where reliability and accuracy matter.

Schedule

  • Full-time, remote
  • Collaborative, cross-functional team environment (Backend, Frontend, Product, stakeholders)
  • Ongoing on-call style production support expectations (triage, RCA, mitigations)
  • Work includes quarterly planning/roadmapping with leadership

What You’ll Do

  • Design, build, test, and maintain backend features across Go, GraphQL, Node, and SQL
  • Own backend architecture for the Drug Access team’s 1P and 3P drug data systems
  • Partner with Product and Frontend to define requirements and deliver scalable solutions
  • Write technical design docs, estimates, and risk assessments for features and systems
  • Build and run services on AWS (Lambda, DynamoDB, SQS, RDS) including batch processing
  • Troubleshoot production issues, execute mitigations, and lead root-cause analysis
  • Improve availability, performance, and scalability across services and data flows
  • Mentor junior engineers through code and design reviews with clear, actionable feedback
  • Help translate technical vision into a quarterly roadmap with senior leadership
  • Explore and share AI tools that increase delivery speed and software quality

What You Need

  • BS (or higher) in Computer Science or equivalent professional experience
  • 5–8 years of professional software engineering experience
  • Strong experience in a compiled language (Go strongly preferred; Java/C#/C++ also relevant)
  • PostgreSQL expertise: schema design, query tuning, and database monitoring
  • Proven ability to design and implement scalable APIs with solid testing practices
  • Strong working knowledge of GraphQL APIs, CI/CD, AWS, Docker, and Kubernetes
  • Comfortable operating independently, forecasting milestones, and managing stakeholder expectations
  • Team-first mindset with the ability to work in ambiguity without getting rigid about “the one true way”
  • Bonus: experience using GenAI tools to ship higher-quality production code faster

Benefits

  • Medical, pharmacy, dental, vision
  • Life and AD&D insurance
  • Flexible Spending Accounts (FSA)
  • 401(k) retirement program
  • Short-term and long-term disability
  • Discretionary PTO
  • 12 paid company holidays
  • Wellness benefits
  • Commuter benefits
  • Paid parental leave
  • Employee Assistance Program (EAP)
  • Professional development and training
  • Well-stocked kitchens in office locations

If you’re scanning for the real signal: this is not “just write endpoints.” They want someone who can own systems, write the designs, keep prod healthy, and elevate the team while scaling drug data services.

Happy Hunting,
~Two Chicks…

APPLY HERE

Senior Machine Learning Engineer – Remote

SmithRx is building ML into the core of how pharmacy benefits run: detecting anomalies, optimizing claims, validating eligibility, and layering in GenAI where it actually improves decisions. If you like shipping models that end up inside real workflows (not trapped in notebooks), this is that lane.

About SmithRx
SmithRx is a venture-backed health tech company reshaping Pharmacy Benefit Management with a modern platform built for real-time insights, cost savings, and better experiences. They’re mission-driven, growing fast, and operating in a regulated healthcare environment where accuracy and trust matter.

Schedule

  • Full-time, remote
  • Cross-functional work with Platform Engineering, AI, Product, Data Engineering, and SMEs
  • Mix of customer-facing and internal ML tooling
  • Expectations include production-grade delivery (model monitoring, iteration, and scalability)

What You’ll Do

  • Design and implement end-to-end ML solutions across high-impact domains like anomaly detection, claims optimization, and eligibility validation
  • Productionize models with software and data engineers and integrate them into business workflows
  • Mine claims data for new ML use cases that improve decisions, operations, and outcomes
  • Identify and prototype GenAI use cases that increase automation, transparency, and customer experience
  • Help build scalable ML infrastructure and establish best practices for model development, evaluation, and monitoring
  • Serve as a thought partner on emerging AI capabilities (especially GenAI) and evaluate fit for PBM problems

What You Need

  • 5+ years in data science / machine learning / AI with a track record of leading impactful initiatives
  • MS or PhD in CS, EE, Statistics, Robotics, or related field (or equivalent)
  • Strong applied ML foundations: regression/classification, supervised + unsupervised learning
  • Strong math fundamentals: linear algebra, calculus, probability, statistics
  • Python proficiency and solid object-oriented programming
  • Practical MLOps experience: deploying models, monitoring, and iterating with incremental improvements
  • Experience across a broad range of ML techniques and tools
  • Strong retrieval/embedding experience (RAG-style approaches, similarity search, etc.)
  • Hands-on with common Python ML/DL stack: pandas, scikit-learn, TensorFlow, PyTorch, transformers, LangChain (and similar)
  • Ability to drive projects independently and collaboratively across teams
  • Strong communication skills, including explaining complex concepts to non-technical stakeholders

Benefits

  • Medical, pharmacy, dental, vision
  • Life and AD&D insurance
  • Flexible Spending Accounts (FSA)
  • 401(k) retirement program
  • Short-term and long-term disability
  • Discretionary PTO
  • 12 paid company holidays
  • Wellness benefits
  • Commuter benefits
  • Paid parental leave
  • Employee Assistance Program (EAP)
  • Professional development and training
  • Well-stocked kitchens in office locations

Apply soon — roles like this go fast when the scope is “ML + GenAI + production + healthcare.”

If you want my blunt take: the “Senior ML Engineer” title is accurate, but the job reads like “ML tech lead who can ship.” If someone only wants to model and not productionize, they’ll struggle here.

Happy Hunting,
~Two Chicks…

APPLY HERE.

Senior DevOps Engineer – Remote

SmithRx is scaling fast (their user base is doubling annually), and they need DevOps leadership that can keep infrastructure reliable, secure, and compliant while the product keeps shipping. If you’re the kind of DevOps engineer who builds systems and builds the culture around those systems, this one fits.

About SmithRx
SmithRx is a venture-backed health tech company modernizing the Pharmacy Benefit Management space with a unified platform, real-time insights, and customer-first service. They’re mission-driven, growth-minded, and operating in a highly regulated environment.

Schedule

  • Full-time, remote
  • Agile team environment with CI/CD and automation focus
  • On-call PagerDuty rotation required
  • HIPAA-compliant infrastructure ownership

What You’ll Do

  • Build and maintain container-based infrastructure that is scalable, redundant, compliant, and reliable
  • Deliver end-to-end automation for deployment, monitoring, and infrastructure management in AWS
  • Partner with engineering teams to maintain secure, reproducible CI/CD pipelines
  • Monitor and troubleshoot infrastructure issues; perform root cause analysis and implement fixes
  • Collaborate with developers to ensure services are built for scalability, reliability, and security
  • Improve system availability proactively through strong observability and reliability practices
  • Install, configure, test, and maintain operating systems, application software, and system tools
  • Write custom scripts to increase efficiency and reduce manual effort
  • Evaluate performance, identify bottlenecks, and implement improvements with dev partners
  • Maintain security controls and support SmithRx’s security program best practices
  • Ensure systems and practices meet HIPAA requirements and align with healthcare regulatory expectations
  • Make pragmatic tradeoffs across cost, reliability, security, and resource utilization
  • Contribute to a collaborative learning culture by exploring new tools and best practices

What You Need

  • 5+ years of DevOps experience
  • BS (or higher) in Computer Science or related field (or equivalent experience)
  • Strong AWS experience deploying and monitoring web applications
  • Experience supporting both product development and operations teams with scalable DevOps practices
  • Security-first mindset with experience building secure dev/test environments integrated into CI/CD
  • Container infrastructure experience, including Kubernetes
  • Infrastructure as Code experience (Terraform a plus) plus infrastructure testing strategies
  • Strong background in automation, reliability, monitoring, logging, and load balancing
  • CI/CD pipeline automation experience (CircleCI, GitHub Actions, similar)
  • Experience in regulated environments (HIPAA preferred; GDPR a plus)
  • Working knowledge of SQL and NoSQL systems (Redis, Redshift, RDS, PostgreSQL, BigQuery, Snowflake, etc.)
  • Scripting skills (Shell, Python, Go, Ruby, Helm, Groovy, etc.)

Benefits

  • Medical, pharmacy, dental, vision
  • Life and AD&D insurance
  • Flexible Spending Accounts (FSA)
  • 401(k) retirement program
  • Short-term and long-term disability
  • Discretionary PTO
  • Paid company holidays
  • Wellness benefits
  • Commuter benefits
  • Paid parental leave
  • Employee Assistance Program (EAP)
  • Professional development and training
  • Well-stocked kitchens in office locations

Quick reality check: this role screams “platform reliability + compliance + scale.” If someone’s allergic to on-call or thinks HIPAA is just a buzzword, they’ll hate it. If you like building resilient systems with real stakes, it’s a strong play.

Happy Hunting,
~Two Chicks…

APPLY HERE.

Senior Database Administrator – Remote

SmithRx is scaling fast, and this role is about making sure the database layer doesn’t crack under the weight. You’ll own reliability, performance, security, and growth strategy across AWS-hosted data systems, including PostgreSQL and key AWS database services, in a regulated environment handling sensitive PHI.

About SmithRx
SmithRx is a venture-backed health tech company rebuilding the Pharmacy Benefit Management space with modern infrastructure, real-time insights, and customer-first service. They’re growing quickly, with a user base doubling annually, and they’re investing in scalable, sustainable systems to match.

Schedule

  • Full-time, remote
  • Hands-on senior ownership of cloud database reliability, performance, and security
  • Cross-functional collaboration with Security, Data Engineering, and Product/Engineering teams

What You’ll Do

  • Manage and maintain PostgreSQL, DynamoDB, and Athena on AWS, ensuring high availability and reliability
  • Monitor database health and performance, proactively identifying and resolving issues
  • Design and implement scaling and growth strategies to support rapidly increasing demand
  • Build and maintain strong security controls to protect sensitive PHI from internal and external threats
  • Ensure compliance with privacy and security frameworks (HIPAA, SOC 2, etc.)
  • Design and implement Business Continuity and Disaster Recovery plans (BCP/DR)
  • Build and maintain a pipeline to restore anonymized production data into lower environments
  • Partner with the Security team on risk analysis and incident response planning for data infrastructure
  • Collaborate with Engineering, Architecture, and Release teams on database design recommendations for new features
  • Work with Data Engineering to support ETL jobs and downstream applications
  • Support dev teams on complex query development, tuning DML, and promoting strong database coding practices

What You Need

  • 5+ years of Database Administration experience
  • BS (or higher) in Computer Science or a related field
  • Experience managing SQL and NoSQL databases (PostgreSQL, MySQL, Redis, Redshift, DynamoDB, BigQuery, MongoDB, Cassandra, Snowflake)
  • Deep AWS database knowledge (RDS, Aurora, Redshift, DynamoDB, etc.)
  • Strong performance tuning skills: identifying bottlenecks, optimizing queries and schemas
  • Experience with monitoring/observability tools (CloudWatch, Datadog), dashboards, alerting, and metrics
  • Experience with change management practices, policies, and procedures
  • Background in infrastructure automation, reliability engineering, load balancing, monitoring, and logging
  • Experience in regulated environments (HIPAA preferred; GDPR a plus)
  • Strong scripting in SQL, Python, Shell, etc.

Benefits

  • Medical, pharmacy, dental, vision
  • Life and AD&D insurance
  • Flexible Spending Accounts (FSA)
  • 401(k) retirement program
  • Short-term and long-term disability
  • Discretionary PTO
  • Paid company holidays
  • Wellness benefits
  • Commuter benefits
  • Paid parental leave
  • Employee Assistance Program (EAP)
  • Professional development and training
  • Well-stocked kitchens in office locations

Quick gut-check: this isn’t just “keep the database running.” It’s “keep the business running” while protecting PHI and staying audit-ready. If you’re the type who likes owning the whole reliability story end-to-end, this is your lane.

Happy Hunting,
~Two Chicks…

APPLY HERE.

Senior Automation Engineer – Remote

If you’re the kind of QA leader who treats quality like a product feature, not a final step, this role is built for you. You’ll own test strategy inside a sprint team, push an automation-first culture, and build regression suites that catch defects before customers ever feel them.

About SmithRx
SmithRx is a venture-backed health tech company modernizing the Pharmacy Benefit Management space with a unified platform built for real-time insights, operational efficiency, and a better customer experience. They’re scaling fast and building tech that aims to outperform old-school PBM systems on both service and reliability.

Schedule

  • Full-time, remote
  • Embedded with a sprint team as the primary quality advocate
  • Owns test strategy, automation coverage, and quality metrics for the products you support

What You’ll Do

  • Develop and maintain automated tests to expand coverage and speed up defect feedback loops
  • Build and improve regression test suites with an automation-first mindset
  • Own test strategy, planning, and execution within your sprint team
  • Maintain and continuously improve test frameworks so they’re reliable, efficient, and easy to use
  • Create test plans, test cases, and testing documentation
  • Find, report, and track bugs through resolution with urgency
  • Partner with Product to give quality-driven input that strengthens feature impact
  • Share clear test results with Engineering and Product to keep progress and expectations aligned
  • Create and maintain security and performance tests
  • Build deep product knowledge across SmithRx systems
  • Use AI tools like Playwright MCP, Claude, and Copilot to work faster and smarter
  • Maintain and refine quality metrics to communicate overall product health

What You Need

  • Bachelor’s in Computer Science or equivalent experience
  • 5+ years in QA and automation testing, with a proven track record of team leadership
  • Proficiency in one: Python, TypeScript, Java, or JavaScript
  • Experience writing automated API tests in a scripting or programming language
  • Experience with API automation frameworks (Pytest or REST Assured)
  • Experience with UI automation tools (Selenium, Cypress, or Playwright)
  • Familiarity with Page Object Model for UI automation
  • Familiarity with CI/CD systems (GitHub Actions, CircleCI, or Jenkins)

Benefits

  • Medical, pharmacy, dental, vision
  • Life and AD&D insurance
  • Flexible Spending Accounts (FSA)
  • 401(k) retirement program
  • Short-term and long-term disability
  • Discretionary PTO
  • Paid company holidays
  • Wellness benefits
  • Commuter benefits
  • Paid parental leave
  • Employee Assistance Program (EAP)
  • Professional development and training
  • Well-stocked kitchens in office locations

Real talk: the “Senior” here is less about writing tests and more about owning outcomes. You’re the person who says, “No, we’re not shipping like that,” and has the data and automation to back it up.

Happy Hunting,
~Two Chicks…

APPLY HERE

Principal Software Engineer – Remote

This is a top-of-the-house technical leadership role. You’re not just shipping features, you’re steering multi-year, multi-team initiatives, shaping architecture choices, and keeping the whole platform healthy while the business scales. If you love setting the technical direction and bringing teams along with you, this is that seat at the table.

About SmithRx
SmithRx is a venture-backed health tech company on a mission to modernize the Pharmacy Benefit Management space with a next-generation drug acquisition platform powered by cutting-edge tech, cost-saving tools, and high-touch service. They’re fast-growing, mission-driven, and serious about building durable systems.

Schedule

  • Full-time, remote
  • Senior technical leadership partnering with Engineering, Product, and Design leadership
  • Cross-team influence role driving multi-year initiatives and platform quality

What You’ll Do

  • Define and align technical strategy for multi-year, multi-team initiatives tied to company goals
  • Own major architecture decisions, including framework/tooling selection and build-versus-buy calls
  • Design systems for reliability, scalability, and long-term maintainability with staged validation plans
  • Run system “health” reviews and raise engineering quality through documentation and testing strategy
  • Drive testing and validation frameworks for high-reliability systems
  • Design platforms with embedded ML capabilities that are production-ready
  • Collaborate with ML engineers on anomaly detection and NLP-related systems to meet SLAs
  • Partner with Directors, PMs, and Design leadership to align technical direction with business objectives
  • Influence product scope and trade-offs to maximize customer value without sacrificing quality
  • Rally teams around a clear technical vision, especially when choices affect the whole org
  • Step in when projects drift off-course and refocus efforts toward meaningful business impact
  • Mentor engineers across levels and set the bar for engineering excellence

What You Need

  • BS (or advanced degree) in CS or equivalent experience
  • 15+ years of software engineering experience (or 12+ with an advanced degree)
  • Deep expertise in system architecture: scalability, reliability, maintainability
  • Strong build-versus-buy judgment and framework/tool evaluation chops
  • Track record tackling ambiguous problems with research and validation plans
  • Proven ownership of system quality: testing strategies, documentation, operational rigor
  • Strong influence skills across teams and stakeholder groups
  • Working knowledge of ML concepts, including NLP and anomaly detection in production contexts
  • Excellent communication: you can simplify the complex and build alignment fast

Benefits

  • Medical, pharmacy, dental, vision
  • Life and AD&D insurance
  • Flexible Spending Accounts (FSA)
  • 401(k) retirement program
  • Short-term and long-term disability
  • Discretionary PTO
  • 12 paid company holidays
  • Wellness benefits
  • Commuter benefits
  • Paid parental leave
  • Employee Assistance Program (EAP)
  • Professional development and training
  • Well-stocked kitchens in office locations

Quick gut-check: this is “architect + diplomat + quality sheriff.” If you don’t enjoy influencing without direct authority, this role will be miserable. If you do, you’ll be dangerous in the best way.

Happy Hunting,
~Two Chicks…

APPLY HERE