Speakers:
Charlie Osmond
Chief Growth Officer
Triptease
Passionate about improving online travel, Charlie launched Triptease to help hotels deliver a better digital experience and increase direct bookings.
Charlie built his first business straight after graduating from Oxford with a degree in Engineering. He was named Young Entrepreneur of the Year by Esquire Magazine and one of HSMAI’s ‘Extraordinary Minds’. He won The Sunday Times £5M London Entrepreneur Challenge, is a Companion of CMI and a Fellow of the British American Project.
In his spare time, Charlie is a keen sailor and runner. His marathon exploits have taken him to Kazakhstan, North Korea, and Death Valley. In 2021, he set a World Record at the London Marathon dressed as Planet Earth.
Sanjay Vakil
Co-Founder
DirectBooker
Sanjay Vakil is a seasoned product and engineering leader with a strong track record of driving innovation in travel, hospitality, and digital experiences. He spent the 90's at MIT training as an aerospace engineer culminating in a PhD – he's actually a rocket scientist.
Over the past two decades, he has played a pivotal role in shaping and shipping key products at industry giants like Google, Tripadvisor, and Time Out Group, with a focus on enhancing direct booking capabilities, optimizing digital advertising, and leveraging AI for personalization. During his tenure at Google, Sanjay led teams across Hotels, Flights, Things to Do, and Vacation Packages. For Hotels, he led projects like Free Booking Links, Official Site badging, AI-powered price retrieval, and building Extranet tools to improve supplier visibility and direct revenue.
With expertise spanning AI, metasearch, advertising technology, travel tech, and digital commerce, Sanjay continues to push the boundaries of how businesses engage with customers in an evolving digital world.
Sanjay is the Co-founder of DirectBooker, designing for the future of AI-driven distribution since its inception. They are taking their knowledge of planet-scale computing from Google and applying it to understanding how to capitalize on how AI is shifting the hotels ecosystem.
Brad Brewer
Chief AI Officer
Agentic Hospitality
Brad Brewer has partnered with Triptease for nearly a decade while helping hospitality brands and independent hotels modernize direct booking, personalization, and AI-powered distribution across web, mobile, and conversational platforms.
As the Chief AI Officer of Agentic Hospitality, he leads the development of AI-native infrastructure and agentic booking systems for hotels and resorts, including TravelOS MCP, an AI-powered hospitality operating layer, and AgentSite CMS, an API-first content and booking platform designed for the next generation of hotel commerce and guest engagement.
