We are looking for a Staff Engineer to define the architecture of an AI-native accounting platform built to replace legacy management software. Si assicuri di leggere attentamente le informazioni relative a questa possibilità prima di inviare la sua candidatura.Salary €70,000 – €95,000Equity 0.3 – 0.5%Milan, hybrid 3+2.Fluent Italian is a hard requirement: we work closely with Italian chartered accountants.Who we areWe are a team of 5: the founding team (CEO, COO, CTO) and our first two employees (Marketing and Data Engineer). We have raised the funding we need to build and are targeting 7 people in the tech and product team by end of year.You are the fourth technical hire and the first with an explicit architecture mandate: you define the foundations we will build on for the next 5 years.The contextWe are not building accounting software; we are building the deterministic half of an AI-native system. Agents propose, your services validate. Business invariants that hold across thousands of companies. Accounting operations that are architecturally impossible to get wrong.As Staff Engineer you are the technical reference point for the team. You do not just write code; you set the rules: how we model the domain, how we design APIs to be consumed by autonomous agents, how we guarantee tenant isolation, how we capture every system decision for the audit trail.Engineering challengesAccounting domain modeling: double-entry bookkeeping, multi-currency, immutable journal entries, accrual-basis fiscal state. Correctness is non-negotiable.Agent-first API design: structured responses,



explicit error boundaries, stable contracts that an LLM can consume reliably. Not generic REST: APIs designed to be reasoned about by a machine.Multi-tenant isolation at scale: zero context leakage across thousands of companies. RLS, credential scoping, tenant-aware middleware.Event sourcing and audit trail: every accounting action is immutable, reversible only through a counter-entry. The log is the source of truth.Observability for AI: capturing the full decision context of every agentic action: input, output, reasoning, system state at the time of the decision.What we need (must have)7+ years of backend engineering in production on complex systemsDocumented experience of architectural ownership (decisions you made that still hold today)Python, Go, Java or similar statically-typed languages (real mastery, not familiarity)Advanced PostgreSQL: transactions, constraints, indexing, query optimization, data modelingDistributed systems: idempotency, eventual consistency, failure modes, retry semanticsFluent Italian (domain communication with accountants happens in Italian)Ability to convey architectural decisions to the team clearly,



in writing and in conversationNice to haveAI/LLM systems: inference, RAG, agent orchestration, evaluation frameworksEvent sourcing and domain-driven design at the system levelExperience in fintech, accounting or financial services (double-entry, reconciliation, audit)Knowledge of Italian regulation (SDI, AdE, XBRL, PSD2)AWS and Terraform, IaC ownershipMulti-tenant architecture with RLS and credential scoping at scaleWhy it is worth itFourth technical hire on a team starting from scratch: your architectural choices will xrtlpzc stay in the system for yearsExplicit architecture mandate: you do not "contribute to decisions", you make themGreenfield, zero legacy, CI/CD from day 1, daily production deploysDirect report to the CTO, daily collaboration on the most challenging domain in Italian softwareReal equity: 0.3–0.5% on a company that has already found product-market directionTeam growing: you become the technical reference for the whole teamCompensationSalary: €70,000 – €95,000 depending on experienceEquity: 0.3% – 0.5% stock optionsMeal vouchers and fringe benefitsMilan, hybrid 3+2Direct report to the CTO Hiring process (2–3 weeks)HR screening (10 min): expectations alignmentArchitecture review (async, ~2h): we assess how you reason through a real design problem, not an academic exerciseTechnical interview (1h, remote): deep dive on the architecture review and architectural discussion on the accounting domainFinal interview (in-person, Milan): meet the teamEqual opportunity employer.

📌 Staff Software Engineer - €70.000 - €95.000 A Year (Medolago)
🏢 ancora
📍 Medolago