When you get to the ripe young age of 20, you’re bound to collect lots of stories – not only about the past but lessons for the future.
As WiT marks its 20th year in 2025, we turn the spotlight on our community, our tribe pioneers and leaders, to tell their stories and share their views on the evolution of online travel and technology.
We ask them to look back on the past and their early days, reflect on the present and why this moment is pivotal for online travel and get them to imagine the future, the next 20.
This special WiT Studio series, “Conversations On Turning 20”, is the collective story of WiT.
As a Chinese saying goes, 以古为鉴,可以知兴替
“By using history as a mirror, one can understand the rise and fall of things.”
If anyone was ahead of his time, it was probably this Japanese executive-turned-entrepreneur. Listen to his story and you’ll know what we mean, but he and co-founder, Kenichi Shibata (not related, by the way) started Japan’s first travel meta search in 2001 – right after the dot.com bubble burst, and before broadband was even a thing in Japan.
Plus, they started with under 1% equity.
Call it crazy or whatever, but it was certainly not your usual travel startup story.
Since then, travel.jp has been through its ups and downs, went public, then private and througb it all, Kei Shibata has navigated the twists and turns, ups and downs, like the competitive skier he once was.
He, along with veteran hotelier Aya Aso, are also the co-founders of WiT Japan and their determination to bring the WiT model to their country has been as much a part of his entrepreneurial journey as well as the Japanese online travel industry’s evolution.
Here are the key snapshots of this interview.
Reflecting on howtravel and everyday life are merging, Shibata cites the rise ofdigital nomads and “meaningful travel” — journeys driven not just by sightseeing, but by personal passions. He introduces “Oshikatsu,” a huge cultural phenomenon in Japan where fans travel to support their idols, from anime characters to athletes like Shohei Ohtani, creating massive economic impact.
Amid all the hype aroundAIand tech trends, Shibata’s message is clear: “Authenticity is what will matter most.” He warns against startups chasing buzzwords without solving real problems, drawing parallels with great sushi: “It’s not just fresh fish — it’s the passion, the subtlety, the experience you can’t replicate.”