Role Description Checkmate is recruiting for a Senior Full Stack Engineer to join our Engineering team helping to engineer, operate, and grow our unique web-based restaurant-tech SaaS platform using AI technologies. In this role you will partner closely with our Product team and other Engineering team members to drive innovative new features, software improvements, and architectural agility supporting our product roadmap within our product-led Engineering organization that services both internal and external customers. This role is ideal for a senior level engineer who has experience leading other team members designing and coding on enterprise level Ruby on Rails applications, and someone who is comfortable breaking down complex problems into iterative deliverables using advancements in AI to ship faster. Additionally, Checkmate is a 100% remote based and globally distributed organization! On the Checkmate Engineering Team you’ll have the opportunity to use cutting edge technologies in an AI-led SDLC environment to lead initiatives that grow, modernize, and scale core parts of our product platform. You’ll own features end-to-end, drive architectural improvements, and help elevate the technical bar across the team. Essential Job Functions - Full Stack Development: - Collaborate with Product, Design, and Engineering teams to design, build, test, deploy, and maintain scalable web applications - Leverage AI coding agents to accelerate product development and defect resolution - Develop and maintain RESTful and/or GraphQL APIs - Develop asynchronous application processing using tools like Sidekiq - Build and maintain responsive, high-performance React.js interfaces and reusable components - Write and optimize SQL queries across PostgreSQL/MySQL databases - Architecture and Design: - Improve application reliability, scalability, and long-term maintainability of large enterprise systems - Create, and collaborate with other engineers on, technical specifications aligned against short term and long term Product roadmaps and enterprise architectural goals - Use APM and observability tools to detect, diagnose, and fix performance bottlenecks - Identify technical debt and drive practical solutions to pay down debt - End-to-End Feature Ownership: - Own features and complex issues from product design through development, deployment, and monitoring. - Participate in all parts of the Product, Design, and Engineering processes building new features together in a collaborative pod-based environment - Interact with our internal customers using your contributions to our software platform in support of our external customers - Leadership Opportunities: - Work with team members to identify, prioritize, and reduce technical debt and improve scalability and performance across the codebase - Participate in architecture and technical design discussions across Product and Engineering - Contribute to peer code reviews, automated testing, CI/CD pipelines, and deployment workflows - Investigate and resolve outages with root-cause analysis and clear follow-up improvements - Mentor junior engineers and promote engineering best practices using AI-led practices Qualifications - Bachelor’s degree in Computer Science, Engineering, or equivalent practical experience Requirements - 6+ years of experience building enterprise level applications using Ruby on Rails - 3+ years working with React.js or a related modern javascript frameworks - 3+ years working within a 30+ team member sized engineering team - 3+ years working 100% remote and a desire to continue working remotely - 3+ years developing and operating applications on AWS - 2+ years developing using AI coding agents including Claude Code or Codex Technical Skill Requirements - Experience working using Docker locally - Experience running enterprise level production workload apps on AWS - Experience integrating with RESTful and GraphQL APIs - Experience writing raw SQL queries in a relational database - Experience building asynchronous background job processes across multiple tools/frameworks - Experience with observability tools like Datadog, Sentry, or New Relic - Experience writing automated unit tests having > 60% code coverage - CI/CD development experience creating Github Actions - Experience modernizing legacy Ruby on Rails applications Team and Work Style Requirements - Experience working in product led engineering organization - Experience working in a multi-team / pod-based engineering team - Works with an accountability and ownership mindset and calls out gaps where they exist - Experience working in high-volume transactional production environments - Exceptional at translating product requirement documents into detailed technical specifications - Work US Eastern Timezone hours between 9am - 5pm ET