As travel and hospitality companies expand across digital channels, regions, and customer touchpoints, payment systems increasingly surface at moments that affect both the guest experience and internal operations. In a survey of 368 executives across hospitality, travel, and leisure conducted by Skift in collaboration with Stripe, respondents described a growing gap between the payment capabilities they believe are important and what their current systems support. Common themes included fragmented infrastructure, manual reconciliation, and limited flexibility as customer expectations change.