Senior Software Engineer

Who you are

• At least 7-10 years of full-stack development experience, with Ruby on Rails as a core strength
• Experience with React, 5+ years preferred
• Experienced in leading projects end-to-end: from breaking down complex problems to shipping features that drive impact
• Passionate about mentoring, from pair programming to guiding architectural decisions, and helping others grow as engineers
• Daily, hands-on fluency with AI development tools (e.g., Claude Code, Cursor, Copilot), with sharp judgment about where AI accelerates work and where human review is non-negotiable
• Experience, or strong demonstrated interest, in building with LLM APIs: prompt design, evaluation, and safety considerations for sensitive data
• Highly organized with superb attention to detail
• Strong project management skills: comfortable with planning, estimation, and scoping
• Proven ability to work in an ever-changing environment, ability to connect the dots and make decisions on your own feet
• Ability to produce quality materials within tight timeframes and simultaneously manage several projects
• Ability to communicate clearly and concisely, verbally and in writing
• Exercise sound judgment and work successfully with all employee levels, regardless of background and perspectives
• Be comfortable working in a distributed, semi-virtual environment
• Be capable of creating and executing on technical direction and tasks for yourself and others
• Be able to take minimal direction from others and provide maximal output for yourself (and others)

What the job involves

• Help shape technical direction on the Essentials squad — contributing to architecture decisions and unblocking teammates — while staying hands-on in Ruby on Rails, TypeScript, and React
• Lead by example in the codebase: write clean, maintainable, refactor-friendly code and elevate quality through thoughtful code review and pairing
• Design and optimize back-end systems, APIs, and data flows with a strong focus on performance and reliability, sharing what you learn along the way
• Build modern, responsive front-end experiences using React, TypeScript, and CSS, with an eye toward maintainable architecture
• Work across relational databases (Postgres, MySQL, etc.), writing efficient SQL and shaping data models that support business growth
• Lead projects end-to-end, balancing hands-on development with guiding others to successful delivery, surfacing risks early and communicating trade-offs clearly
• Collaborate cross-functionally with product, design, and QA to translate business needs into sound technical solutions
• Embrace AI-assisted engineering: use tools like Claude Code and GitHub Copilot effectively, contribute to shared prompts and agentic workflows, and help the team learn what works
• Identify and prototype opportunities to apply LLMs and automation to engineering and internal workflows, with the guardrails appropriate to healthcare data and regulated billing

Benefits

• Comprehensive Onboarding Program
• Career Pathing and Growth Opportunities
• Company Charitable Match
• Leadership and Management Development Programs
• Quarterly CR Talks Sessions
• Company Social Events (in-person and virtual)
• Competitive Pay and Bonus Structure
• 401(k) Investment Plan with Strong Company Match
• Employer HSA Contribution
• Free 1:1 Meetings with Financial Advisor
• Identity Protection Plan
• Generous Paid Time Off
• Paid Holidays
• Hybrid Work Environment
• Extra PTO Day (CR Cares) to Volunteer
• Paid Parental Leave
• Two Robust Medical Insurance Plans
• Low-Cost Dental and Vision Coverage
• 24/7 Teladoc Access
• Wellness Activities
• Pet Insurance
• Employee Assistance Program and TouchCare Health Care Concierge Service