IT Specialist

IT Specialist 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 and Switzerland! 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. Sounds exciting? Before you apply, please read through our Cultural Manifesto 👥 ABOUT THE ROLE JOB TITLE: IT Specialist LOCATION: Hybrid (Milan) TYPE OF CONTRACT: Full time SALARY RANGE: 35-38k What you'll do: Identity & Accesses: Administer Google Workspace end-to-end (users, groups, OUs, security, integrations) and own identity & access management through Jamf Connect and Google Credential Provider for Windows. Devices & endpoints: Manage our device fleet via JAMF Pro and NinjaOne enrollment, configuration profiles, patching, monitoring, and compliance. Employee support & lifecycle: Support WeRoaders on-site and remotely via remote control, and run onboarding/offboarding end-to-end, hardware, accounts, access, and clean deprovisioning. SaaS & AI tools: Administer and roll out the company's SaaS stack and AI tools, handle licenses and user access, enable colleagues through internal training, and keep their use secure and well-governed (data, policies, shadow IT). Vendors & contracts: Manage hardware and software contracts, supplier relationships, licenses and renewals, keeping costs, SLAs, and vendor performance under control. Process & improvement: Continuously improve IT processes, documentation, and automations to keep up with the pace of a scaleup. What we’re looking for: Your background: 3+ years in an IT / Workplace / Systems role, ideally in a fast-moving scaleup or tech-driven environment. Your technical toolkit: Hands-on admin of Google Workspace, JAMF Pro, and NinjaOne, with a solid grasp of IAM, SSO, and basic security & compliance. Jamf Connect, Protect and GCPW are a strong plus. A commercial streak: You've managed supplier relationships, IT contracts, SaaS licenses and renewals before, and you're comfortable tracking costs and negotiating terms. AI fluency: You use AI tools daily for your own productivity, can administer them at company level, and guide colleagues toward effective and secure adoption. Customer-service mindset: Clear communicator who enjoys helping colleagues and translating tech into plain language. Languages: Fluent in both Italian and English; any additional language is a plus. You will love working at WeRoad if: You dream big, aim higher, and push yourself beyond limits you didn’t think possible. Challenges excite you, and you’re hungry for the next win. You want to be part of a young, smart, and fun team that shares your passion for travel. You thrive in a community of bold thinkers and doers who challenge and inspire each other. You’re an entrepreneur at heart, take responsibility from day one, and move fast to make things happen. You prefer adventure over routine and embrace the fast-paced, ever-changing ride of a scaleup. You make decisions quickly, test, learn, and adapt—because growth comes from action. You believe in the power of people. Our WeRoaders and Travel Coordinators are at the core of everything we do, and you’re eager to be part of something bigger. What we can offer Performance-based bonus – A discretionary annual variable bonus, and 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 – We believe performance is driven by impact, not by hours at a desk. You are encouraged to take the time you need to recharge, beyond contractual minimums, within shared guidelines. Opportunities to learn – We invest in your growth with 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 one-off bonus when you hit 5 years with us. Fun – A vibrant co-working space, team buildings and meet-ups. Hybrid working - Flexible working, and we support you to work from your destination of choice up to 1 month per year. Ready to apply? At WeRoad, cultural fit matters as much as skills. We assess both the what, what someone brings and the how, how they work and live our values. With multiple steps, we make sure every new joiner is not just a match, but 150% aligned with our Culture. The selection process will consist of: introductory call with Talent Acquisition Lead technical and background-based interview with Hiring Manager Second technical interview Culture Champions step WeRoad is an equal opportunity employer: we consider for employment all applicants, regardless of their race, religion, color, ancestry, national origin, sex, sexual orientation, gender, gender identity, age, family status, political affiliation, disability, and any other legally protected characteristic. Statistically speaking, women are less likely to apply for roles where they don't fit the job description perfectly. Don’t let a checklist hold you back: if you’re passionate about the role we encourage you to apply with enthusiasm! Team Tech&Product (aka Monkeys) Locations Milan Employment type Full-time About WeRoad What’s WeRoad, you ask? Great question. In a nutshell: we do group adventures. We group strangers together and help them share incredible experiences around the world together. The result? Lifelong friendships that blossom from a group of people who didn't know each other a few days before. Lovely, aint it? Founded in 2017