That one time I got sent to Iceland to lead a trip… randomly, and it changed my life

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Title: When a Random Iceland Assignment Changed My Career—and My Perspective on Travel

A few years ago, I applied, on a whim, for an office job at a travel company—and landed it. Before I even started, my boss asked if I’d be interested in leading a trip in Iceland. The offer was so unexpected that my initial reaction was a resolute, “yes” in my head, with a mix of excitement and disbelief that I could visit such an incredible, and expensive, destination—and get paid to do it.

That inaugural trip turned out to be amazing. By the end, guests were hugging me, asking when I would lead another voyage, and expressing a desire to travel with me again. That sense of being able to contribute to someone’s memorable experience—the moment I realized I helped shape their trip—felt unparalleled.

In truth, the trip’s success was less about rigid planning and more about group energy. I was there to ensure a smooth experience, handle any issues, and keep the vibe positive. The job was demanding—especially with a big group in a new country—but incredibly rewarding.

What stuck with me most was people’s curiosity. They constantly asked how I landed the role, what it’s like, and whether I enjoyed it. It underscored a core truth: the human element of a trip—the person leading it—can be the defining factor in a traveler’s experience.

Since that first Icelandic adventure, I’ve led many more trips and even crafted several itineraries of my own. Those experiences have sharpened my thinking about what makes group travel genuinely work—and who could benefit from experiencing it.

Now, I’m exploring a new venture: a platform for people who crave adventure and meaningful connection through travel, designed with intention and impact.

Core idea driving this project:
– Well-crafted itineraries
– Positive group dynamics
– Leaders who are passionate about what they do

I’d love to hear your thoughts:

  • How do you feel about group travel?
  • Do you prefer solo adventures, trips with friends, or joining a group of like-minded strangers you connect with online?
  • Would you ever join a trip hosted by a creator you follow? Could a favorite creator leading a trip—and earning revenue from it—be appealing?
  • Have you ever dreamed of leading your own trip?

I’m genuinely curious to hear your perspectives.