The Role
Lead small English-language groups on WeRoad trips, create positive group dynamics, support travelers through the itinerary, ensure safety and inclusion, and help turn trips into memorable shared experiences.
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
- Fluent or native English speaker
- Based in Europe
- Strong communication skills
- Leadership skills
- Responsible and organised
- Enjoy managing group dynamics
- Love travelling and meeting new people
- Ability to lead small groups during trips
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.
