h3About Us /h3 pRuby Labs is a leading tech company that creates and operates innovative consumer products. We offer a diverse range of opportunities across the health, education, and entertainment industries. Our innovative teams are driving the future of consumer‑led products, and we're always looking for passionate individuals to join us. Learn more about our story at: /p h3About The Role /h3 pWe are looking for a Senior AI Engineer to own and scale the AI layer of one of our core D2C subscription products. You will be fully responsible for production LLM features and the browser automation built around them end to end — prompt systems, structured outputs, evaluation, observability, and model selection — from first experiment to live release, with quality, reliability, and cost as your accountability. /p pThis is a high‑impact role suited for someone who decides with data, not intuition. Unmeasured prompt changes, untraced failures, and model swaps without benchmarks are not acceptable. You work in a modern TypeScript stack — Next.js, Cloudflare Workers and Containers with Hono, Hatchet task queues, Drizzle on Supabase Postgres, Vercel Blob. Browser automation on Browserbase and Playwright is roughly half of the job. /p h3Key Responsibilities /h3 h3Prompt Systems Structured Outputs /h3 ul liDesign dynamic prompt templates with conditional logic and context injection that maximise generation quality /li liEnforce predictable outputs with JSON mode, function calling, Zod/JSON schemas, validators, and repair loops /li liOwn complex LLM workflows (LangChain, LlamaIndex, or custom) that integrate cleanly into application logic /li /ul h3Browser Automation /h3 ul liBuild and maintain browser automation on Browserbase Functions and Playwright that traverses web flows reliably /li liClassify screens with a model inside each traversal, and decide what the model handles versus deterministic code /li liShip automations as frozen, published workers — versioned, reproducible, and safe to roll back /li liOrchestrate runs through Hatchet with retries, timeouts, and failure traces that explain every broken run /li /ul h3Evaluation Experimentation /h3 ul liBuild evaluation pipelines — test datasets, LLM-as-a-judge,



RAGAS-style metrics — and score responses and screen classifications in Langfuse /li liTrace complex LLM chains to find bottlenecks in cost, latency, and context-window usage /li liRun A/B experiments across models and prompts through an AI gateway (OpenRouter, Cloudflare AI Gateway); release only on quantitative benchmarks /li liRe‑evaluate models as new architectures emerge; fine‑tune when domain requirements demand it /li /ul h3Production Ownership /h3 ul liTake AI features from experiment to live production on Cloudflare Workers and Containers, and stay accountable after release /li liManage rate limits, fallbacks, and model cost so features stay reliable at scale /li liResolve production incidents in owned AI and automation systems with documented root‑cause analysis /li /ul h3Qualifications /h3 h3Must-Have Experience /h3 ul li【5+】 years of software engineering with Node.js, TypeScript, Next.js, and Postgres, including edge or serverless runtimes such as Cloudflare Workers /li liProduction browser automation with Playwright (Browserbase or similar): resilient selectors, retries, failure handling at scale /li liProduction experience with dynamic prompting — content that depends on input variables and injected context /li liStructured outputs in production: JSON mode, function calling, Zod/JSON schemas /li liExperience with unified LLM APIs or AI gateways (OpenRouter, Cloudflare AI Gateway): rate limits, fallbacks, cost‑effective model selection /li liLLM observability with Langfuse or similar: tracing, test datasets, scoring integration /li liEvaluation methodology: RAGAS or custom LLM-as‑a-judge systems /li /ul h3Leadership Attributes /h3 ul liDecides on benchmarks and trace data,



not intuition /li liAnalytical — converts generation logs into metrics a business can act on /li liIterative — builds feedback loops and improves continuously /li liOwns the outcome from experiment to production, and after /li liVerifies before trusting — treats LLM output as unproven until validated /li /ul h3Location /h3 pRuby Labs operates within the CET (Central European Time) zone. Applicants from any country are welcome to apply for the position as long as they are located within approximately ± 4 hours of CET. This ensures optimal collaboration and communication during working hours. /p h3Benefits /h3 ul liRemote Work Environment: Embrace the freedom to work from anywhere, anytime, promoting a healthy work-life balance. /li liUnlimited PTO: Enjoy unlimited paid time off to recharge and prioritize your well‑being, without counting days. /li liPaid National Holidays: Celebrate and relax on national holidays with paid time off to unwind and recharge. /li liCompany-provided MacBook: Experience seamless productivity with top‑notch Apple MacBooks provided to all employees who need them. /li liFlexible Independent Contractor Agreement: Unlock the benefits of flexibility, autonomy, and entrepreneurial opportunities. Vantaggi from tax advantages, networking opportunities, reduced employment obligations, and the freedom to work from anywhere. Read more about it here: /li /ul h3Interview Process /h3 ul liRecruiter Screening (40 minutes) /li liTechnical Interview (60 minutes) /li liFinal Interview (30 minutes) /li /ul h3Life at Ruby Labs /h3 pAt Ruby Labs, we move fast, aim high, and expect the same from our team. We’re not here to play small—we’re here to build, grow, and win. That means we look for people who are ambitious, driven, and ready to give their best every single day. /p pThis is a place for individuals who thrive under pressure, embrace challenges, and see opportunity in every obstacle. If you’re hungry to achieve, motivated by impact, and want to grow at the speed of your own ambition, Ruby Labs offers the platform to make it happen. /p pHere, effort is matched with reward. We recognize those who go all in and deliver results, and we create space for people who want more—more responsibility, more growth, and more success. /p #J-18808-Ljbffr

📌 Senior AI Engineer (Italia)
🏢 Ruby Labs
📍 Italia