online-travel-agency
(2)
Alvaro Silberstein Is Turning Accessibility Into Travel Infrastructure
A Patagonia expedition revealed a market hiding in plain sight. Alvaro Silberstein built Wheel the World to turn scattered accessibility details into reliable travel infrastructure.
Pierre-Olivier Lepage
Pierre-Olivier Lepage is the CEO and co-founder of Cruisebound, a New York-based digital-first cruise booking platform he launched in 2022 after struggling to book his own first cruise online. A Polytechnique Montréal engineering graduate who earned dual MIT master's degrees in Transportation and Operations Research, Lepage previously built operations at Rocket Travel (a Booking Holdings company) and consulted at McKinsey before betting that the $66B cruise industry — where 80% of bookings still flow through travel agents — was ripe for a tech-native overhaul. Cruisebound has since raised $37.8M in total funding, serves customers averaging nine years younger than typical cruisers, and routes 42% of support queries through AI, positioning itself as the fastest-growing national online cruise agency.