The Role
Lead small-group adventure trips worldwide on a per‑trip basis. Manage group dynamics for 10–15 travelers, set the tone, run activities, handle logistics and unexpected issues, and ensure an inclusive, high-energy experience. Participate in a two-day Selection Weekend as part of the hiring process.
Summary Generated by Built In
🎯 THE ROLE
You lead small group adventures around the globe. You're not a tour guide— you're the soul of the experience.
The opportunity:
- Lead 1-2 trips per year (you choose when)
- Be on the ground (10-15 travelers, one unforgettable group)
- Set the vibe, navigate challenges, create memories
- Build a global network of friends
📍 THE COMMITMENT
This is not a full-time career. It's a per-trip opportunity built for your life. Keep your job, your freelance hustle, your studies—whatever. When you're ready to travel, you pick a WeRoad trip and lead it. Use your vacation days, project breaks, or gaps between gigs.
🌍 WHY JOIN NOW
You're becoming a Group Leader member of the WeRoad community—part of a 5,000+ strong global movement of leaders.
What you get:
✓ All trips covered
✓ Exclusive access to global leader network (5,000+ people)
✓ Community + belonging (you'll actually know these people)
✓ Mentorship & leadership training
✓ Travel discounts + benefits for future adventures
✓ Life skills no classroom can teach
🚀 SELECTION PROCESS
Step 1: Application (tell us your story)
Step 2: Online Group Interview (get to know each other)
Step 3: In person Selection Weekend (feel the energy)
Step 4: You're leading your first trip
You'll be part of a trusted community that grows together.
Skills Required
- Ability to lead groups of 10-15 travelers on multi-day trips
- Be physically present on trip and available to travel internationally
- Strong social intelligence and group facilitation skills
- Resourcefulness and crisis-management/problem-solving under changing conditions
- High energy, adventurous, empathetic personality who loves meeting new people
- Available to work per-trip (flexible, part-time/freelance commitment)
- Attend the 2-day Selection Weekend as part of the selection process
- Alignment with WeRoad's vision and values
- Preferred age range: in your 20s–30s
Am I A Good Fit?
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The Company
What We Do
WeRoad is a Milan-based travel‑tech company that designs curated small‑group adventure trips and community experiences for solo travellers (Millennial and Gen‑Z cohorts). Using an asset‑light marketplace, local DMC partners and a decentralized network of travel coordinators, WeRoad curates immersive itineraries worldwide and connects travellers year‑round via community products like the WeMeet app and B2B partnerships.
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