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Pillar Srl

AI Engineer

€55,000 - €75,000/yearFull timeMilan, Lombardy, Italy10 days ago

About Pillar

Pillar was founded in 2025. Today, we are 80+ people, serve 900+ customers, raised €12 million in 2026, and are expanding internationally.

We are building the financial operating system for construction: bringing AI, automation, and modern software to an enormous industry still full of slow, fragmented processes.

We are looking for an AI Engineer who knows how to turn LLMs into reliable product experiences, moves fast, and wants to build.

The Mission

  • Build production-grade AI systems that solve real customer problems.
  • Move beyond prototypes and build agents, retrieval systems, document pipelines, and AI-native product features that are reliable, measurable, and deeply integrated into Pillar.

What You'll Do

  • Own AI features end to end, from product problem to production.
  • Design and build agentic workflows using tool orchestration, structured outputs, and multi-step reasoning.
  • Build RAG and semantic search pipelines using embeddings, vector databases, hybrid search, and re-ranking.
  • Develop document extraction workflows that turn invoices, reports, and forms into structured data.
  • Build observability and evaluation systems for AI features, including tracing, experimentation, and automated quality checks.
  • Optimize context, retrieval, and prompting strategies to improve accuracy and product quality.
  • Work across our TypeScript stack when AI features require it, from backend logic to product integration.
  • Use AI as a native part of your own engineering workflow, not only as something you build for customers.
  • Move quickly from ambiguity to working product, making pragmatic technical decisions along the way.

Our Stack

Product: Next.js · React · TypeScript

Backend & data: Supabase · Node/Deno · Postgres

AI: Mastra · LLM APIs · embeddings · vector search · AI-native workflows

What You'll Bring

  • Production experience: You have experience building LLM-based applications in production, not only prototypes.
  • AI systems: You are comfortable with agents, tool use, structured outputs, and orchestration.
  • RAG and retrieval: You have hands-on experience with RAG, embeddings, vector databases, and retrieval strategies.
  • TypeScript: You are comfortable with TypeScript or can become productive in it quickly.
  • AI orchestration: You have worked with AI orchestration frameworks such as Mastra, LangChain, CrewAI, or similar.
  • SQL and databases: You are strong with SQL and relational databases.
  • Prompt and evaluation: You understand prompt design, evaluation, and the trade-offs involved in building reliable AI systems.
  • Startup experience: You have worked in a startup or scaleup environment and understand the pace, ambiguity, and ownership it requires.
  • Ownership mindset: You take initiative, get your hands dirty, and get things done without waiting for perfect instructions.
  • Systems thinking: You can zoom out to understand the full product problem and zoom in when technical details matter.
  • Collaboration: You communicate openly, learn quickly, and collaborate without ego.

How We Work

  • Agile and squad-based: Small teams own their domains, with no unnecessary layers.
  • AI-first: We build and work in the age of AI.
  • Product ownership: Engineers are hands-on and accountable for delivered value.
  • Bottom-up: Initiative is expected, not delegated.

The Profile That Can Succeed

AI-native · Product-minded · Startup DNA

The sweet spot: a hands-on engineer who has already built real AI products, ideally in a startup or scaleup environment, and knows how to combine LLM capabilities, software engineering, data, and product judgment to ship reliable features.

Location & Languages

Milan or Barcelona; professional working English is required regardless of location.

What We Offer

  • Gross salary €55,000–75,000 depending on experience.
  • The opportunity to build core parts of Pillar's AI product and engineering foundations as we scale.
  • End-to-end ownership: from AI architecture and experimentation to shipping features used by real customers.
  • The chance to work in an AI-native engineering team, where AI is part of both the product and the way we build it.
  • Close collaboration with Product, AI, and Engineering, with direct exposure to the problems we are solving for customers.
  • Real autonomy, responsibility, and room to grow as Pillar and the engineering team scale.

Hiring Process

  • CV screening.
  • 30-min Talent Call – motivation, Pillar knowledge, mindset, and startup fit.
  • Two 30-min Technical Interviews – one focused on AI systems and architecture, one focused on product engineering and execution.
  • Final Interview with our CTO.

One Last Thing

Pillar is hiring this person while all of that is still taking shape. Build the system behind the scale.

About Pillar Srl

Pillar provides an AI-powered construction management platform that integrates accounts, invoices, cash flow management, construction site monitoring, and document processing into a single intelligent platform. The software automates financial and operational workflows for construction companies, including quote generation, invoicing, site accounting, procurement, and margin tracking.

Industry
Construction Technology / Software as a Service
Head office
Milan, Italy
Company size
80-100
Founded
2025
Construction managementFinancial operations and invoicingCash flow managementDocument processing and managementAI-powered workflowsQuote generation and cost estimationWorkforce and time trackingProcurement managementSite accounting
View Pillar Srl’s profile →

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AI Engineer