> Markdown version of [/jobs/ext/3051358-lead-software-engineer](https://www.wearedevelopers.com/jobs/ext/3051358-lead-software-engineer). Every page supports `.md` or `Accept: text/markdown`. Links point to the HTML versions so they work for humans too. Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Lead Software Engineer - **Company:** ROCKY MOUNTAIN RESERVE LLC - **Location:** United States (Remote available) - **Experience:** Expert - **Salary:** $175,000.0 - $225,000.0 - **Contract:** Permanent contract - **Skills:** Artificial Intelligence, Code Review, Cursor, Software Debugging, Software Architecture, Software Engineering, Systems Integration, Strategies of Testing, Cobra - **Published:** September 24, 2026 - **Apply:** https://www.thejobnetwork.com/job/lead-software-engineer-509976233 ## About the Role Required: * 7+ years of professional software engineering experience, with at least 2 years in a lead or senior role * Demonstrated, hands-on fluency with AI coding tools (Claude Code, Cursor, Copilot, or similar) in real production work - not just experimentation * Strong software engineering fundamentals: system design, testing strategy, code review, and debugging skills that let you catch what AI tools miss * Experience mentoring engineers and raising the technical bar of a team * Experience building and operating production systems that handle sensitive data Strongly Preferred: * Experience in benefits, payroll, fintech, or HR tech - companies like Rippling, Gusto, Justworks, Lively, HealthEquity, or similar * Working knowledge of HIPAA compliance and SOC 2 audit processes from an engineering perspective * Experience integrating with financial systems (banking rails, custodial accounts, payment processing) * Familiarity with the consumer-directed benefits space (HSA/FSA/HRA/COBRA administration) ## Description We're looking for a Lead Software Engineer who represents the best of both worlds: someone who has fully embraced AI-assisted development tools (Claude Code, Cursor, Copilot, and similar) to ship software at a pace that wasn't possible a few years ago - and someone with the engineering depth to know exactly where those tools fall short. You know the difference between moving fast and "vibe coding." You understand that AI-generated code still needs architecture, testing, security review, and thoughtful design - especially in a regulated industry handling sensitive health and financial data. And you're excited to teach others how to work this way. This is a hands-on leadership role. You'll write code, set technical direction, and mentor our existing development team as they adopt AI-assisted workflows. What You'll Do * Design, build, and ship features across our benefits administration platform using modern, AI-accelerated development workflows * Establish best practices for AI-assisted development: when to lean on the tools, when to slow down, and how to review and validate generated code * Mentor and upskill our existing engineering team in using tools like Claude Code effectively and responsibly * Own architectural decisions and ensure our systems remain maintainable, secure, and scalable as development velocity increases * Champion engineering rigor - testing, code review, documentation, and observability - in an AI-augmented workflow * Help ensure our systems and processes meet HIPAA and SOC 2 requirements, working alongside our compliance team * Contribute to hiring and team growth as we scale