h3About Us /h3pRuby 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: /ph3About Us /h3pRuby 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: /ph3About The Role /h3pWe 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. /ppThis 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. /ph3Key Responsibilities /h3h3Prompt Systems Structured Outputs /h3ulliDesign dynamic prompt templates with conditional logic and context injection that maximise generation quality /liliEnforce predictable outputs with JSON mode, function calling, Zod/JSON schemas, validators, and repair loops /liliOwn complex LLM workflows (LangChain, LlamaIndex, or custom) that integrate cleanly into application logic /li /ulh3Browser Automation /h3ulliBuild and maintain browser automation on Browserbase Functions and Playwright that traverses web flows reliably /liliClassify screens with a model inside each traversal, and decide what the model handles versus deterministic code /liliShip automations as frozen, published workers — versioned, reproducible, and safe to roll back /liliOrchestrate runs through Hatchet with retries, timeouts,



and failure traces that explain every broken run /li /ulh3Evaluation Experimentation /h3ulliBuild evaluation pipelines — test datasets, LLM-as-a-judge, RAGAS-style metrics — and score responses and screen classifications in Langfuse /liliTrace complex LLM chains to find bottlenecks in cost, latency, and context-window usage /liliRun A/B experiments across models and prompts through an AI gateway (OpenRouter, Cloudflare AI Gateway); release only on quantitative benchmarks /liliRe-evaluate models as new architectures emerge; fine-tune when domain requirements demand it /li /ulh3Production Ownership /h3ulliTake AI features from experiment to live production on Cloudflare Workers and Containers, and stay accountable after release /liliManage rate limits, fallbacks, and model cost so features stay reliable at scale /liliResolve production incidents in owned AI and automation systems with documented root-cause analysis /li /ulh3Qualifications /h3h3Must-Have Experience /h3ulli【5+】 years of software engineering with Node.js, TypeScript, Next.js, and Postgres, including edge or serverless runtimes such as Cloudflare Workers /liliProduction browser automation with Playwright (Browserbase or similar): resilient selectors, retries, failure handling at scale /liliProduction experience with dynamic prompting — content that depends on input variables and injected context /liliStructured outputs in production: JSON mode, function calling, Zod/JSON schemas /liliExperience with unified LLM APIs or AI gateways (OpenRouter, Cloudflare AI Gateway): rate limits, fallbacks, cost-effective model selection /liliLLM observability with Langfuse or similar: tracing, test datasets, scoring integration /liliEvaluation methodology: RAGAS or custom LLM-as-a-judge systems /li /ulh3Leadership Attributes /h3ulliDecides on benchmarks and trace data, not intuition /liliAnalytical — converts generation logs into metrics a business can act on /liliIterative — builds feedback loops and improves continuously /liliOwns the outcome from experiment to production,



and after /liliVerifies before trusting — treats LLM output as unproven until validated /li /ulh3Location /h3pRuby 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. /ph3Benefits /h3pDiscover the perks of being part of our vibrant team! We offer: /pulliRemote Work Environment: Embrace the freedom to work from anywhere, anytime, promoting a healthy work-life balance. /liliUnlimited PTO: Enjoy unlimited paid time off to recharge and prioritize your well-being, without counting days. /liliPaid National Holidays: Celebrate and relax on national holidays with paid time off to unwind and recharge. /liliCompany-provided MacBook: Experience seamless productivity with top-notch Apple MacBooks provided to all employees who need them. /liliFlexible 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 /ulh3Interview Process /h3pAfter submitting your application, we conduct a thorough review which typically takes 3 to 5 days, but may occasionally take longer due to the volume of applications received. If we see a potential fit, we proceed with the following steps: /pulliRecruiter Screening (40 minutes) /liliTechnical Interview (60 minutes) /liliFinal Interview (30 minutes) /li /ulh3Life at Ruby Labs /h3pAt 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. /ppThis 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. /ppHere, 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