Group Leader

The Role: Leading small group adventures around the globe. The Commitment: Per-trip. Perfect for your vacation days or freelance life. Location: Anywhere but an office. The World! 🌍 Our Vision: Connecting People, Cultures, and Stories. This is why we exist. At WeRoad, we don’t just book flights; we bridge worlds. We’re on a mission to kill the digital disconnect and get people back into the real world. We take groups of strangers and turn them into a "wolfpack" through shared experiences and a bit of grit. After building a community of 5,000+ leaders in Europe, we’re finally launching in the States. What is a WeRoad Group Leader? First things first: This is not a desk job. It’s also not a full-time career. It’s a passion project for people who live to travel. You keep your 9-to-5, your freelance hustle, or your creative grind. When you’re ready to escape, you pick a WeRoad trip and lead it. - You are on the ground: You’ll be physically on the trip—navigating the streets of Tokyo, hiking in Iceland, or catching sunsets in Baja with a group of 10-15 travelers. - You are the Soul of the trip: You aren't a tour guide reading from a script. You’re the person who sets the tone, breaks the ice, brings the group together and makes sure everyone feels included. - You’re the Fixer: When a flight is delayed or a plan changes, you don’t sweat it. You pivot and keep the energy high. Who we’re looking for This is for the natural-born leaders. The ones who are always "the planner" in their friend group. - Social Intelligence: You can read a room and handle group dynamics like a pro. - Resourcefulness: You’re grounded and practical. You find solutions while others are still looking for the problem. - Energy: You’re adventurous, empathetic, and genuinely love meeting new people. Who should apply We’d love to hear from you if you: - Are in your 20s, 30s - Love group experiences and human connection - Feel aligned with WeRoad’s vision and values The Perks - Travel the World: While you’re leading a trip, the experience is on us. We handle the flights, the stays, and the itinerary. You bring the energy; we provide the world. - The Global Community: Gain instant access to our worldwide community of thousands of leaders. - Master Leadership: This is a real-world masterclass in crisis management and people skills that you just can't get in a cubicle. How the selection process works We don’t do boring HR interviews. We want to see your energy in action. 1. The Application: Show us your vibe. We want to know you! 2. The Selection Weekend: If your application stands out, we’re inviting you to the Selection Weekend*, a high-energy, 2-day interview process. It’s part connection, part challenge, and 100% WeRoad. Show us you can lead the pack, and you’re in. *Note: for the Selection Weekend, accommodation, saturday dinner and sunday breakfast will be covered by WeRoad.