Full Stack Ruby on Rails Software Engineer (Principal - Remote)

Welcome to Brightline! We are seeking a Full Stack Ruby on Rails Principal Software Engineer to drive technical direction across our platform, deepen our domain expertise in healthcare workflows, and raise the bar for the entire engineering team. We are primarily a Ruby on Rails shop and we are bought into keeping our tech stack simple so that we focus on shipping fast and having fun. Instead of betting on exciting new technologies, we favor straightforward solutions and defining standards so that the codebase and ecosystem are a joy to work with. We use Turbo, Tailwind, and ViewComponent to make beautiful UIs. Stimulus brings them to life and if we feel the need for it, we might sprinkle some React on top. We use Typescript where we think it benefits us, and default to Javascript otherwise. Our mobile apps leverage Hotwire Native to take advantage of existing web infrastructure. Responsibilities: - Drive collaboration on technical direction for complex, cross-cutting systems — data modeling, API design, clinical workflow architecture, and integration patterns - Scope and shape work end-to-end: from identifying the right problem to solving it, collaborating closely with product and design to define what “done” looks like - Write code across the entire stack (currently Ruby + Rails on the backend and Turbo/Tailwind on the frontend) with a focus on the systems and abstractions that other engineers build on - Evaluate technical risk and tradeoffs clearly — know when to invest in architecture and when to ship the simplest thing that works - Mentor and elevate the team through architecture discussions, pairing, code review, and setting high standards without gatekeeping - Build deep domain expertise in our problem space and use it to challenge product assumptions, surface risks early, and advocate for provider and member experience - Collaborate across engineering, product, design, and clinical/operations teams to ensure technical decisions serve business and clinical goals REQUIREMENTS: - You're excited about improving behavioral health for children, teens, and their families - You have significant experience developing software professionally, primarily Ruby + Rails, with a track record of influencing technical direction beyond your own code - You shape how the team thinks about systems — you see how individual features connect to the broader architecture and can articulate tradeoffs to technical and non-technical stakeholders - You own problems, not just tickets — you dig into the domain, question assumptions, and find the right solution even when it's not the obvious one - You are thoughtful and empathetic in how you carry yourself, from decision making and execution, to communication and collaboration - You raise the bar for the team through your work, your feedback, and your willingness to make things better without being asked - You thrive in a flat, self-managing team where influence comes from clarity and trust, not authority - You have developed your own workflow for building software with AI coding tools — you have opinions about when agents help, when they hurt, and how to get the best out of them - You care about solving problems and aren't tied to particular solutions or technologies BONUS POINTS: - Healthcare — especially clinical workflows, scheduling systems, EHR integrations, insurance billing, or multi-clinic operations - Complex data modeling and migration challenges (unifying systems, managing domain complexity) - API development and integrating with third-party systems - Working in Shape Up or similar appetite-based development methodologies WE OFFER SEVERAL BENEFITS, PERKS, AND STIPENDS: - Medical, Dental, Vision, Long-Term Disability, Life Insurance, Flexible Spending Account, and 401k - 12 Company Holidays, Holiday Shutdown, Paid Time Off, Parental Leave - Health and Wellness Stipend, Home Office Reimbursement, Cell Phone & Internet Reimbursement and Professional Development Reimbursement - Stock Options At