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

Note: The job is a remote job and is open to candidates in USA. Brightline is a therapy and psychiatry practice that delivers expert pediatric, teen, and parental mental health care to families and kids up to age 18. They are seeking a Full Stack Ruby on Rails Principal Software Engineer to drive technical direction across their platform, deepen domain expertise in healthcare workflows, and raise the bar for the engineering team.ResponsibilitiesDrive collaboration on technical direction for complex, cross-cutting systems — data modeling, API design, clinical workflow architecture, and integration patternsScope 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 likeWrite 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 onEvaluate technical risk and tradeoffs clearly — know when to invest in architecture and when to ship the simplest thing that worksMentor and elevate the team through architecture discussions, pairing, code review, and setting high standards without gatekeepingBuild deep domain expertise in our problem space and use it to challenge product assumptions, surface risks early, and advocate for provider and member experienceCollaborate across engineering, product, design, and clinical/operations teams to ensure technical decisions serve business and clinical goalsSkillsYou're excited about improving behavioral health for children, teens, and their familiesYou have significant experience developing software professionally, primarily Ruby + Rails, with a track record of influencing technical direction beyond your own codeYou 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 stakeholdersYou own problems, not just tickets — you dig into the domain, question assumptions, and find the right solution even when it's not the obvious oneYou are thoughtful and empathetic in how you carry yourself, from decision making and execution, to communication and collaborationYou raise the bar for the team through your work, your feedback, and your willingness to make things better without being askedYou thrive in a flat, self-managing team where influence comes from clarity and trust, not authorityYou 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 themYou care about solving problems and aren't tied to particular solutions or technologiesHealthcare — especially clinical workflows, scheduling systems, EHR integrations, insurance billing, or multi-clinic operationsComplex data modeling and migration challenges (unifying systems, managing domain complexity)API development and integrating with third-party systemsWorking in Shape Up or similar appetite-based development methodologiesBenefitsMedical, Dental, Vision, Long-Term Disability, Life Insurance, Flexible Spending Account, and 401k12 Company Holidays, Holiday Shutdown, Paid Time Off, Parental LeaveHealth and Wellness Stipend, Home Office Reimbursement, Cell Phone & Internet Reimbursement and Professional Development ReimbursementStock OptionsCompany OverviewBrightline is a therapy and psychiatry practice that delivers pediatric, teen, and parental mental health care to families It was founded in 2019, and is headquartered in San Mateo, California, USA, with a workforce of 201-500 employees. Its website is https://www.hellobrightline.com.