Chief Operating Officer (COO), Short-Term Rentals

The Company is seeking a Chief Operating Officer to strengthen operations across a geographically distributed portfolio of group travel accommodations. The executive will build leadership capacity, systems, and operating standards to improve profitability while maintaining a strong guest experience. Responsibilities include assessing market leadership structures, developing teams and training, overseeing property setup and launch processes, and coordinating handoffs from construction to operations. The COO will also standardize vendor agreements, improve procurement and inventory practices, automate workflows, and establish reporting and escalation processes. Within the first 90 days, the executive will deliver a market-by-market assessment and operating plan, then drive budget performance, consistent procedures, leadership retention, and guest satisfaction. Candidates must have a bachelor’s degree and at least 15 years of operations leadership experience, including five years at the executive level in multi-market hospitality, property management, or real estate operations. Required expertise includes managing distributed operations through senior leaders, P&L ownership, budgeting, forecasting, cost control, operational systems, procurement, and building leadership teams. Strong communication and influencing skills are essential. An MBA or equivalent training, luxury short-term rental or group accommodation experience, offshore team scaling, property launch coordination, and familiarity with access automation and technology-enabled hospitality operations are preferred.