[Remote] Founding Platform Engineer -- Ruby on Rails

Note: The job is a remote job and is open to candidates in USA. EasyLlama is building an AI-powered Human Risk Management platform focused on compliance training, policy management, phishing simulations, and intelligent automation. The Founding Platform Engineer will establish the technical foundation and roadmap for Platform Engineering, while building scalable infrastructure, AI platform capabilities, billing systems, integrations, observability, and developer tooling. The role will also provide technical leadership, mentor engineers, and help grow the Platform Engineering function.

Responsibilities

• Own the technical roadmap for Platform Engineering
• Architect, build, and operate highly scalable backend services using Ruby on Rails
• Design and operate our Kubernetes infrastructure, cloud architecture, and deployment pipelines
• Improve developer productivity through CI/CD, automation, internal tooling, and engineering best practices
• Build and evolve the platform powering our AI products, including LLM orchestration, agent infrastructure, prompt management, evaluation pipelines, model routing, and AI observability
• Own our billing platform, including subscriptions, licensing, payments, usage metering, invoicing, and Stripe integrations
• Design and maintain secure, scalable integrations with HRIS platforms, identity providers, and enterprise customers using REST APIs, OAuth, SAML, SCIM, and webhooks
• Build best-in-class observability through logging, metrics, tracing, alerting, and performance monitoring
• Improve the scalability, security, reliability, and operational excellence of our platform
• Lead architectural decisions that impact multiple engineering teams
• Mentor engineers through technical leadership, design reviews, and engineering best practices
• Diagnose and resolve complex production issues across infrastructure, applications, and distributed systems
• Help establish and grow the Platform Engineering function as EasyLlama scales

Skills

• 10+ years of professional software engineering experience
• Expert-level Ruby on Rails experience building production SaaS applications
• Strong React experience and the ability to work across the full stack
• Extensive experience designing distributed systems and service-oriented architectures
• Deep experience with Kubernetes, Docker, AWS, and cloud-native infrastructure
• Strong experience building and operating CI/CD pipelines and modern developer tooling
• Experience owning production infrastructure with high availability and reliability requirements
• Experience designing and maintaining APIs and enterprise integrations
• Strong understanding of SQL, database design, caching, background processing, and notification systems like email and SMS
• Experience leading complex technical initiatives across multiple teams without direct people management
• Excellent debugging, communication, and architectural design skills
• A builder's mindset with strong ownership and a passion for creating platforms that enable other engineers to move faster
• Experience building AI-native products or internal AI platforms
• Experience with LLMs, AI agents, prompt engineering, RAG, vector databases, and evaluation frameworks
• Experience with Stripe or other subscription billing platforms
• Experience with Infrastructure as Code (Terraform, Helm charts, etc.)
• Experience with event-driven architectures and distributed messaging systems like RabbitMQ, SQS, or NATS
• Experience working at a high-growth B2B SaaS company
• Experience with SOC 2, cloud security, and compliance best practices
• Open-source contributions or a track record of technical thought leadership
• AR - Arkansas CA - California CO - Colorado CT - Connecticut FL - Florida IL - Illinois LA - Louisiana MA - Massachusetts MI-Michigan MN - Minnesota NJ - New Jersey NY - New York NC - North Carolina OH - Ohio OR- Oregon PA - Pennsylvania TN - Tennessee TX - Texas VA - Virginia WA - Washington WI - Wisconsin

Benefits

• Bonus
• Competitive employer-sponsored health insurance
• 401(k) + company matching
• Professional development reimbursements
• Flexible, fully remote environment
• Quarterly remote work stipend
• Annual wellness stipend
• PTO
• Monthly team events to nurture connection

Company Overview