This role is open to candidates based in LATAM, Africa, and Eastern Europe. Please note that as this role supports U.S.-based clients, candidates must be available to work during U.S. business hours aligned with the client’s time zone.
Our client operates a high-volume GLP-1 brand at the intersection of telehealth, pharmacy operations, and e-commerce. Their platform powers complex patient journeys, subscriptions, and transactional workflows through a Ruby on Rails monolith. As the business continues to scale, they are focused on maintaining a coherent, scalable, and maintainable architecture that supports clinical workflows, order management, and financial integrity while enabling rapid product evolution.
Location
Fully remote | 9 AM - 5 PM PST
Role Overview
The Lead Backend Engineer (Ruby on Rails) will own complex data models and overall system architecture within a production Rails monolith. This role is responsible for designing and evolving the domain model that underpins intakes and patient journeys, carts and checkouts, orders and subscriptions, and pharmacy and telehealth integrations. The role combines deep hands-on engineering with architectural leadership and mentorship, ensuring the system remains scalable, coherent, and production-ready as volume grows.
Key Responsibilities
Design tables, relationships, and constraints for new domains.
Evolve existing schemas without breaking critical production flows.
Maintain a consistent, well-documented, and understandable data model.
Structure data to support analytics, reporting, and future feature expansion.
Make pragmatic decisions balancing speed, safety, and long-term maintainability.
Lead development of intakes, eligibility flows, and clinical and operational workflows.
Build and maintain carts, checkouts, discounts, subscriptions, and renewals.
Manage the full order lifecycle, including refunds, retries, and payment reconciliation.
Develop across Rails models, controllers, views, and background jobs.
Implement modern, server-driven UX using Hotwire (Turbo and Stimulus).
Apply targeted React where appropriate within the dashboard.
Mentor a mid-level engineer and future junior developers.
Conduct code reviews with strong emphasis on data modeling and architectural quality.
Establish patterns and standards for modules, services, and models.
Translate business requirements into clear technical designs.
Break initiatives into coherent projects and ClickUp tasks.
Communicate trade-offs clearly and propose improved approaches.
Design safe, reversible database migrations.
Own background jobs, Solid Queue usage, and operational resilience.
Contribute to observability through Grafana and related tooling.
Qualifications
10+ years of professional software engineering experience with a strong focus on MVC web frameworks.
Deep Ruby on Rails expertise, including experience within a substantial Rails monolith.
Strong hands-on experience across routing, models, controllers, views, and background jobs.
Proven data modeling and system architecture experience reflecting real business domains.
Experience evolving live production schemas without downtime.
Experience with e-commerce and transactional systems, including carts, checkouts, orders, subscriptions, promotions, refunds, payment gateways, and webhooks.
Experience managing financial flows and ensuring data integrity.
PostgreSQL schema design, indexing, and query optimization for transactional and reporting workloads.
Experience leading projects, influencing architecture, and mentoring developers.
Telehealth or healthcare experience preferred.
Experience with GLP-1 or weight loss products preferred.
Experience with Fly.io, Solid Queue, PlanetScale, Grafana, and startup or early-stage environments preferred.
Advanced data modeling and architectural decision-making skills with strong performance awareness.
Full-stack capability across backend (Rails, service objects, modularization, background jobs) and frontend (HTML, CSS, JavaScript, Hotwire, targeted React).
Ability to translate business requirements into structured technical designs.
Strong code review discipline and ability to enforce engineering standards.
Self-sufficient, proactive, and high-velocity work style.
Strong written and verbal communication skills.
Comfort with direct collaboration and rapid iteration.
Preference for core Rails patterns and avoiding unnecessary dependency stacks.
Opportunity
This role offers the opportunity to shape the core architecture of a high-growth telehealth and e-commerce platform. You will have direct impact on system scalability, data integrity, and product evolution while mentoring a growing engineering team. Working closely with founders and product leaders, you will influence technical direction, drive meaningful architectural decisions, and build durable systems in a fast-moving, high-volume environment.
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