Freelance Hiking Guide Jobs (NOW HIRING)

The Role: Leading small group adventures around the globe mainly for Korean travelers.

The Commitment: Per-trip. Perfect for your vacation days or freelance life.

Location: Anywhere but an office. The World!

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 across Europe, we're now launching in South Korea — and you could be one of the very first Korean Group Leaders in our history.

(Watch the video to feel the energy of the Global Community)

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 job, your freelance hustle, or your studies. 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.

This is for the natural-born leaders. The ones that are always "the planner" in their friend group.

• Bilingual: Fluent in Korean and English — you'll need English for training, team communication, and the selection process itself.
• 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.

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
• Are based in Korea or Europe, and available to travel to Milan, Italy for our selection event (from 31st of July to 1st of August)
• Are available to lead/coordinate your first trip in September 2026

• 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.

We don’t do boring HR interviews. We want to see your energy in action.

1. The Application: Show us your vibe. Tell us who you are — in Korean or English.

2. The Selection Weekend*: If your application stands out, we'll invite you to our Selection Event in Milan, Italy, which will be conducted in English. 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: accommodation and meals for the Selection Event will be covered by WeRoad. Travel to Milan will be at the candidates' own expense — details will be shared with shortlisted candidates.

Ready to lead the world? 함께 세계를 이끌어볼까요? Read the vision. Catch the vibe. Apply!