Travel is being rewritten in real time, and it’s not being led by hotels or airlines. It’s being led by experiences that create real connection to place.

Dan sits down with David Barry, President and CEO of Pursuit, to unpack how a true “category of one” company gets built. With a 40-year career across hospitality, aviation, and travel, David shares how Pursuit has evolved into a global portfolio of attractions, lodging, and transportation designed to connect guests to some of the world’s most iconic destinations.

We break down Pursuit’s concept of experiential infrastructure, why owning access to extraordinary places, and building the systems around them, is becoming one of the most valuable strategies in travel. From Banff and Jasper to Alaska, Iceland, and Costa Rica, David explains the criteria behind expansion: iconic, hard-to-replicate locations paired with strong local teams and long-term demand.Payments are where travel brands quietly win or lose trust, often only becoming visible after something goes wrong: a declined card, a messy refund, a spike in chargebacks, or a drop in checkout conversion that’s hard to explain. In this episode, we dig into one of the most overlooked parts of the travel business, even though it directly impacts revenue, cash flow, and the ability to scale globally.

Dan sits down with Will Plummer, CEO of Repayd, to unpack why travel payments are uniquely complex. From high booking values and long lead times to cancellations, multiple suppliers, FX exposure, and unclear merchant of record structures, the challenges run deep. Will explains how merchant of record models work in practice, why localized acquiring can improve authorization rates, and how trust accounts and insurance-backed protection can help build confidence for travelers paying months in advance.