Milan (hybrid) Reports to: Leadership Team Manages: Finance, Accounting, Operations coordination About Contents Contents is a fast-growing AI-driven content orchestration platform serving enterprise clients across Europe and the GCC. We operate at the intersection of AI, workflows, governance, and localization, with a strong international footprint and an ambitious growth plan ahead. We are backed by top-tier investors including Thomson Reuters Ventures, Alkemia Capital, SparkLabs, and Qatar Development Bank. As we enter our next phase of scale, we are looking for a Head of Finance who will act not only as the financial leader of the company, but also as a strategic and operational partner to the executive team — and a credible face of the company toward investors, board members, and institutional stakeholders. The Head of Finance will have a day-to-day impact on company operations, financial strategy, and execution. This role goes beyond classic finance: we are looking for a business-oriented leader who can connect numbers to decisions, strategy to execution, and vision to discipline. You will be a key voice in strategic planning, operational prioritization, and organizational clarity, while ensuring strong financial control and scalability across multiple geographies. Ensure financial discipline, cash control, and forecasting accuracy in a fast-scaling SaaS environment Act as a bridge between finance, operations, sales, and leadership Prepare the organization for future fundraising rounds, M&A;, and scale-up phases Own cash management, budgeting, forecasting, reporting, and financial planning Coordinate annual operating and strategic plans, including multi-country budgets Ensure healthy cash flow aligned with operational needs and growth plans Develop and implement financial controls, processes, and best practices suitable for scale Oversee accounting, reporting, and compliance across jurisdictions (Italy, Spain, France, GCC) Prepare and deliver board materials, financial updates, and strategic presentations Identify, apply for, and manage public grants, R&D; tax credits, and institutional funding programs (EU, national, regional) Ensure compliance with grant requirements, reporting obligations, and audit processes Translate strategic goals into operational plans, KPIs, and financial implications Support hiring plans, org design decisions, and cost structure optimization Monitor business performance with tracking tools and drive corrective actions when needed Improve cross-team workflows, clarity, and accountability through data and structure Growth, Fundraising & Risk Lead financial modeling, scenario analysis, and capital structure planning Manage risk through analysis of liabilities, contracts, and investments Support potential M&A; or strategic partnership evaluations Prepare data rooms, investor decks, and due diligence materials Manage finance team and oversee external providers (accounting, payroll, legal, tax) Ensure finance systems, tools, and reporting infrastructure scale with the business Collaborate with HR on compensation, incentives, and headcount planning 5+ years of experience in senior finance or leadership roles ~ Track record in fundraising processes (Series A/B/C) or corporate finance transactions ~ Excellent verbal, written, and visual communication skills — able to present confidently to sophisticated investors ~ Solid understanding of accounting, financial controls, tax planning, and regulatory frameworks ~ Fluent English and Italian, Spanish is a plus International finance exposure (multi-entity, multi-country) Experience in M&A;, corporate development, or strategic finance Background combining finance with operations, strategy, or consulting Master’s degree in Finance, Accounting, Business, or equivalent experience Familiarity with ERP and financial planning tools Why Join Contents Competitive compensation package + equity participation Contents is an equal opportunity employer.