JOBSEARCHER

Cloudbeds Systems Support Specialist

VacatiaBay Pines, FLMay 24th, 2026
Join Vacatia and Help Power the Future of Resort TechnologyDepartment: Information TechnologyLocation: RemoteVacatia is redefining the vacation ownership and resort experience through innovative technology, operational excellence, and exceptional hospitality. As our portfolio continues to grow, we’re seeking a Cloudbeds Systems Support Specialist to help support and optimize the systems our resort teams rely on every day.This role is ideal for someone who enjoys solving operational challenges, supporting hospitality teams, and working across IT, accounting, reservations, and resort operations.Why You’ll Love Working at VacatiaWork remotely with a growing hospitality technology organizationPartner cross-functionally with resort and corporate teamsHelp standardize and improve technology across multiple propertiesJoin a collaborative, fast-paced, and innovation-driven cultureYour ImpactProvide day-to-day support for Cloudbeds PMS across Vacatia properties using ticketing and messaging platformsSupport system updates, new feature rollouts, workflow improvements, and operational enhancementsMaintain standardized configurations, documentation, and system processes across propertiesServe as Tier 1–2 support for Cloudbeds-related issues and troubleshoot reservations, folios, payments, reporting, and integrationsSupport front desk, housekeeping, reservations, and accounting teams with system usage and best practicesEscalate technical issues to the Operations Technology team and track resolution progressAssist with rollout and adoption of new operational workflows and standardsHelp train and support non-technical users across the portfolioSupport reporting, exports, and data validation efforts for finance and operations teamsAssist with user access management, MFA initiatives, and compliance with Vacatia IT security policiesRequiredWhat You Bring2+ years of experience with Cloudbeds PMS or similar hospitality systemsExperience supporting hotel or resort operationsStrong troubleshooting, communication, and organizational skillsAbility to manage multiple priorities across propertiesProficiency with Google Workspace and spreadsheetsPreferredExperience with hospitality accounting workflowsResort or timeshare industry experienceFamiliarity with Whistle, POS integrations, owner/guest platforms, and SlackSuccess in This RoleTimely resolution of support ticketsConsistent system setup and operational standards across propertiesPositive feedback from property teamsAccurate reporting and reliable system supportJoin UsAt Vacatia, we’re building smarter hospitality experiences through technology and collaboration. If you’re passionate about hospitality systems and supporting operational excellence, we’d love to hear from you.