About WeRoad: Connecting People, Cultures, and Stories
Founded in 2017, WeRoad is a fast-growing startup that is disrupting the travel industry in Italy, Spain, UK, Germany, France, Switzerland and… the USA! With 200 team members and 4K Travel Coordinators, we're a community of travelers who turn every trip into a life-changing experience. We connect like-minded millennials and send them on adventures to 1000+ destinations worldwide. We're on a mission to design and deliver experiences worth living and sharing, through rewriting the rules of the travel industry.
•Job title: Head of Finance
•Location: Hybrid (Milan)
•Type of contract: Full-Time, Permanent
•Salary range: €75,000 – €85,000 gross per year
Responsibilities
•Lead, coach and grow a Finance team of approximately 10 people across Accounting, Tax and Treasury, setting clear priorities, objectives and ways of working.
•Oversee the full accounting cycle, including monthly, quarterly and year-end closing, ensuring accurate, timely financial statements across all WeRoad entities.
•Supervise tax compliance and planning (direct and indirect taxes, including travel-specific VAT regimes), working closely with tax managers and external advisors.
•Manage treasury and cash flow, including liquidity planning, banking relationships, multi-currency payments and working capital optimisation.
•Partner with the FP&A on budgeting, planning and forecasting, providing reliable data and insights to support business decisions.
•Drive process improvement and automation across Finance, strengthening internal controls and scaling systems as the company grows internationally.
•Act as a key point of contact for auditors, tax advisors and banks, and support reporting to the Board and investors.
Requirements
•At least 5 years of experience in a senior finance management role, ideally in a fast-growing, multi-entity and international environment.
•Solid background in accounting, tax and treasury, with a strong command of Italian GAAP; knowledge of IFRS is a plus.
•Proven experience in budgeting, planning and forecasting processes.
•Track record of leading and developing teams of around 10 people, with a hands-on, results-oriented leadership style.
•Strong analytical mindset, attention to detail and the ability to translate numbers into clear business insights.
•Familiarity with ERP systems (experience with Microsoft Business Central is a plus).
•Tech-savvy mindset with hands-on experience using automation and AI tools to streamline finance processes (e.g. reconciliations, reporting, forecasting), and the drive to lead the team in adopting them.
•Fluent English and Italian.
Benefits
•Performance-based bonus – a discretionary annual variable bonus, based on performance and company results.
•A free WeRoad trip every year – choose your dream destination with €1,400/year travel discount, or travel even more as a Travel Coordinator.
•Trust-based holidays – performance is driven by impact, not hours at a desk; you are encouraged to take the time you need to recharge, beyond contractual minimums, within shared guidelines.
•Opportunities to learn – training and learning opportunities.
•New parent support – €3,600/year for 3 years after birth or adoption (or prorated if your child is under 3 when you start at WeRoad).
•Extra benefits – meal vouchers (€8/day, when applicable), a €1,000 bonus for your wedding or civil union, and a one-off bonus when you hit 5 years with the company.
•Fun – a vibrant co-working space, team buildings and meet-ups.
•Hybrid working – flexible working, with support to work from your destination of choice up to 1 month per year.
Selection Process
Cultural fit matters as much as skills. The process consists of:
1.Introductory call with Talent Acquisition Lead
2.Case Study
3.Technical and background-based interview
4.Bar Raiser step
