AHOY MATE! At HolidayPirates, we’re on the lookout for a hands-on, tech-savvy IT Systems Administrator to keep our crew connected and our systems sailing smoothly. If you see problems as challenges to tackle, love supporting a diverse and friendly team, and thrive in a fast-paced, international environment then come aboard and help us keep our pirate ship running at full speed! This position is based in our Berlin office — we’re open to welcoming part-timers or freelancers on board! DUTIES ON DECK Prepare MacBooks, software and services for new pirates and welcome them onboard. And when the time comes, sunset leavers and take back logins and hardware. Keep a watchful eye on our hardware fleet using our mobile device management system Maintain office hardware – from printers to the Karaoke setup Monitor and keep our local network infrastructure smooth and secure Provide software and services training using live webinars, prerecorded videos and knowledge base articles Keep our IT systems and processes documented and up to date Maintain our asset inventory database Continuously evaluate new IT solutions for different departments Collaborate closely with our HR and Office Management teams Be the go-to tech hero for our crew via walk-ups, Jira tickets, email, and chat Document incidents and requests in our ticketing system Support the development and improvement of our office system infrastructure YOUR TREASURE OF EXPERIENCE A friendly team player with great communication skills Strong knowledge of macOS and iOS. (Android and Linux are a plus) Solid knowledge of Jamf Pro, Google Workspace, Atlassian Confluence, Jira Project Management and Jira Service Management Basic knowledge of LAN networking, troubleshooting LAN/WiFi issues, VLAN and VPN (OPNsense and/or Ubiquiti are a plus) Awareness of system vulnerabilities and best practices for a secure IT environment 2 years of hands-on experience in IT support, including hardware setup on Mac OSX Training or apprenticeship in an IT-related field Bonus points for bash scripting experience Fluency in German is a must, and strong English skills are also required. THE PIRATE SHIP OFFERS YOU Inclusive & Diverse: We welcome all pirates from every port; whoever you are, you belong here. Transparent Pay: Salary bands are clearly communicated from the start no guesswork, just fairness. Work-Life Adventure : Enjoy workations and exclusive travel perks to keep your explorer’s spirit alive. Home Office Allowance: Get €50/month to keep your remote setup smooth sailing. A Ticket Edenred Card : €50/month to keep you fueled, whether you’re snacking at sea or lunching in port. Tools: A MacBook for work and personal use, plus any extra equipment you need (and a very lovely remote IT support crew). Wellbeing Support: Access free life coaches, psychologists, and nutritionists to support your mental and physical health. Learning & Growth: Use your personal training budget to level up your skills at your own pace. Extra Perks: Private travel insurance, and corporate discounts with brands like Adidas, Apple, LG, and more. A Truly Global Crew: Work alongside inspiring crewmates from across the globe and drop anchor in our Berlin Mitte office whenever you like (bonus: it’s dog friendly, so feel free to bring your mate!). Legendary Events: From our annual summit to team get-togethers, we celebrate well and often. Visa Assistance: We support relocation and visa processes for international candidates. Please note: Offer details such as working hours, contract type, and benefits may differ for part-time team members. About us ⚓ Your Recruitment Journey Every great treasure hunt (a.k.a. our hiring process) has a few key steps. We see hiring as a two-way adventure — about you getting to know us just as much as us discovering your potential. HR Interview – A friendly chat to get to know each other Technical Deep Dive – Dive into your skills and experience Prove Your Craft – A hands-on challenge to show your magic Meet the Crew – Connect with future teammates to check the cultural fit The Offer – If all goes well, we’ll raise the sails and send you the invite to join our crew! About HolidayPirates HolidayPirates is more than just a travel company — we’re explorers at heart. With millions of travelers across 10 international markets and content in 7 languages, we’re a crew of 160 passionate pirates — 120 of us anchored at our Berlin HQ — united by one goal: to make travel more accessible, exciting, and full of discovery. ⚖️ We’re an Equal Opportunity Employer We hire based on talent, not titles. Regardless of age, gender, background, religion, or appearance — if you’ve got the skills, passion, and pirate spirit, we want to hear from you. Bonus points if you apply in costume ;)