Mid-Market Onboarding Lead

C
CloudbedsHospitality technology
Location: North AmericaFull-TimeLead
Salary100,000 - 140,000 USD per year
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Job Details

Languages
Spanish fluency at a business-professional level (optional).
Experience
5+ years in hotel operations or hospitality technology; 2+ years directly managing customer-facing team members in onboarding, implementation, professional services, or customer success.
Required Skills
Project ManagementSalesforceTeam management

Requirements

  • Have 5+ years of experience in hotel operations or hospitality technology; experience limited to OTAs, GDS, or travel distribution does not meet this requirement.
  • Have 2+ years directly managing customer-facing team members in onboarding, implementation, professional services, or customer success, including hiring, coaching, and performance management.
  • Have hands-on experience leading multi-property or 40+ room full-service hotel PMS implementations from kickoff through go-live.
  • Understand North American hotel operations, including front office, reservations, distribution, revenue management, payments, and reporting.
  • Bring a consultative, hospitality-first communication style with executives and front-line staff, including the ability to deliver difficult news and reset expectations.
  • Apply project-management discipline to scope, milestones, risks, and stakeholder communication across concurrent projects.
  • Use dashboards and Salesforce or a similar CRM to manage team performance, and readily adopt AI tools.
  • Be calm, organized, and decisive in a fast-growing, remote-first environment where priorities shift quickly.
  • Optional: Have experience implementing or operating enterprise systems such as Oracle Opera.
  • Optional: Have Spanish fluency at a business-professional level.
  • Optional: Hold a PMP or similar project-management certification.
  • Optional: Have experience with hotel management companies, hotel consultants, reseller partners, revenue management systems, guest experience tools, or hospitality payments.

Responsibilities

  • Lead, coach, and develop the North America team of Onboarding Project Managers and Mid-Market Coaches.
  • Review customer-facing calls and kickoff preparation, and coach the team on tone, product limitations, and difficult conversations.
  • Personally oversee strategic North American key accounts and multi-property groups through go-live and handoff.
  • Own regional account intake and assignment, matching accounts to team members based on complexity and capacity.
  • Act as the first escalation point for at-risk North American onboardings and reset plans with customers.
  • Ramp new hires through regional training and shadowing, and certify readiness before they take live accounts.
  • Track and improve time-to-live, deployment quality, onboarding CSAT, Hypercare outcomes, and early retention using Salesforce dashboards and onboarding tools.
  • Partner with Sales, Account Management, Hypercare, Support, Professional Services, and Product on handoffs and recurring issues.
  • Help customers switching from other PMS platforms redesign workflows, reporting, and SOPs for Cloudbeds.
  • Coordinate with third-party consultants and partners supporting customer implementations.
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100,000 - 140,000 USD per year
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