Senior Software Engineer – Automation

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Gifthealth

501 - 1000 employees

Founded 2020

☁️ SaaS

💊 Pharmaceuticals

🤝 B2B

💰 $40M Private Equity Round - GiftHealth on 2023-04

SaaS • Pharmaceuticals • B2B

Gifthealth is a technology-enabled patient access and prescription fulfillment company that connects patients, prescribers, pharmacies, and pharmaceutical manufacturers through a unified digital platform. It streamlines enrollment, electronic benefits verification, e-prior authorization, and payment/affordability support while managing pharmacy fulfillment and patient support services. The platform also provides manufacturers with actionable data and insights on patient journeys and brand performance, driving faster, more reliable medication access.

📋 Description

• Designs, builds, and deploys production automations that integrate with internal APIs and third-party operational systems (browser-based UI automations where APIs are not available) • Builds and maintains step-level logging, alerting, and observability so automation failures, skips, and anomalies surface in real time rather than via downstream impact • Maintains, debugs, and enhances existing automations as operational requirements change and triages production incidents and resolve them within the internal fix path • Partners with operations stakeholders to translate process requirements into technical specifications, validates automation outputs during parallel-run periods, and defines acceptance criteria • Establishes and documents engineering standards for automation development, logging conventions, error handling patterns, configuration management, deployment processes • Evaluates, selects, and integrates tooling (including UI automation frameworks, observability platforms, and orchestration systems) that support the long-term automation roadmap • Documents automation logic, operational runbooks, and architectural decisions so that knowledge transfers cleanly across the engineering team

🎯 Requirements

• Bachelor’s degree in computer science, engineering, or a related technical field; OR equivalent practical experience demonstrated through professional work. (Required) • 5+ years of professional software engineering experience, including 2+ years building and operating automation systems in production (Required) • Experience across both API integration work and browser-based UI automation (Required) • AWS, security, or healthcare technology certifications (Preferred) • Healthcare, pharmacy, or PBM domain experience (Preferred) • Experience replacing legacy or vendor-built automation systems while maintaining operational continuity (Preferred) • Experience working alongside an ML or AI platform team (Preferred) • Experience replacing or migrating off third-party automation vendors with active production workloads (Preferred) • Experience designing alerting strategies that minimize false positives while catching silent failures (Preferred) • Experience working directly with operations or business stakeholders to refine automation behavior over time (Preferred) • Knowledge of modern web application architecture; background job processing and scheduled task execution at production scale (Sidekiq, GoodJob, ActiveJob, or equivalent); OCR or document extraction tooling (Textract, Tesseract, or equivalent); browser automation frameworks (Playwright, Puppeteer, Selenium, or similar); RPA platform experience (UiPath, Power Automate, Blue Prism); REST API design, authentication patterns, retry and error handling; production observability concepts (structured logging, metrics, alerting, distributed tracing); source control workflows (Git) and CI/CD pipelines; and database fundamentals (Postgres or similar relational store; familiarity with query performance and migrations) (Required) • Knowledge of Ruby on Rails; healthcare or pharmacy operations workflows, including prescription processing, insurance verification, or order fulfillment; HIPAA and PHI handling best practices in production systems; AWS infrastructure (EC2, ECS, Lambda, S3) and infrastructure-as-code (Terraform); Snowflake or similar data warehouse environments (Preferred) • Strong programming skills in Ruby and / or Python (Required) • Excellent written, verbal, and interpersonal communication skills (Required) • Ability to designing and building reliable, fault-tolerant production systems with clear failure modes and recovery paths (Required) • Ability to write maintainable, well-tested code that other engineers can extend (Required) • Ability to diagnosing and resolve production incidents under time pressure (Required) • Ability to translating business process requirements into technical specifications without losing operational nuance (Required) • Ability to operate independently on technical decisions with minimal direction (Required) • Ability to communicate technical concepts clearly to non-technical operations stakeholders (Required) • Ability to balance pragmatism (ship working automation quickly) with engineering rigor (build it correctly the first time) (Required) • Ability to prioritize effectively across competing requests, new builds, and incident response (Required) • Ability to mentos or coach less senior engineers on automation patterns and operational thinking (Preferred) • Ability to lead cross-functional discovery sessions with operations stakeholders to scope new automation work (Preferred)

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