RealTime Reservation Names Ricky Castoldi Chief Sales Officer

RealTime Reservation has appointed Ricky Castoldi as Chief Sales Officer, tasking the hospitality technology veteran with steering the company's global sales organization as it scales following its acquisition of Stay.

Castoldi joins RTR at an inflection point in the company's growth trajectory. The appointment underscores the company's commitment to expanding its market reach and sales infrastructure across the dynamic hospitality booking space, where demand for streamlined reservation technology continues to intensify among hotel operators and booking platforms seeking competitive advantages.

As CSO, Castoldi will oversee sales strategy, team building, and client acquisition across RTR's global markets. His mandate comes as the company integrates Stay's capabilities and customer base—a consolidation that positions RTR to serve a wider customer base and compete more aggressively against entrenched platform providers.

The hospitality technology sector has seen accelerating M&A activity as larger players seek to acquire specialized capabilities in pricing, inventory management, and distribution. RTR's acquisition of Stay signals the company's ambition to build a more comprehensive platform rather than remain a point solution vendor. A seasoned sales leader becomes essential in translating that expanded product roadmap into market share gains.

Castoldi's appointment also reflects broader talent dynamics in the segment: as software companies move upmarket and pursue larger enterprise customers, they require sales leadership experienced in navigating complex, multi-stakeholder buying processes typical of hotel chain and distribution network deals. His background in hospitality technology positions him to address buyer pain points specific to the sector rather than apply generic SaaS sales playbooks.