Global Director, Mid-Market Onboarding

C
CloudbedsHospitality technology
Work from home in eligible locations across CanadaFull-TimeDirector
Salary not disclosed
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Job Details

Languages
Additional language fluency (Spanish, Portuguese) at a business-professional level.
Experience
7+ years in hospitality or hospitality technology
Required Skills
Project Management

Requirements

  • Bring 7+ years of experience in hospitality or hospitality technology.
  • Have hands-on customer onboarding or implementation experience and team leadership experience.
  • Have experience at a hotel, hotel group, PMS, or hospitality-technology company; OTA or travel-distribution experience alone does not qualify.
  • Show a track record of building or significantly improving onboarding and implementation functions and frameworks.
  • Have proven experience hiring, coaching, and developing customer-facing teams in a distributed, global environment.
  • Bring a strong project-management foundation covering scope, milestones, timelines, and risk mitigation for complex multi-stakeholder deployments.
  • Understand hotel operations and the complexity of serving multi-property, mid-market hospitality customers.
  • Be able to work across strategy and hands-on implementation.
  • Be comfortable with KPIs, dashboards, and using insights to drive decisions.
  • Additional language fluency in Spanish or Portuguese at a business-professional level is a bonus.
  • Hospitality SaaS or PMS implementation experience, familiarity with property management systems, payments, or hospitality fintech, and experience building onboarding functions at a scale-up are bonuses.

Responsibilities

  • Lead, coach, and develop Onboarding Project Managers and senior coaches, setting expectations, performance standards, growth paths, and accountability.
  • Own onboarding outcomes from sales handoff through go-live, adoption, and transition to Account Management.
  • Diagnose and address execution gaps in training quality, error detection, and deployment velocity.
  • Build standardized onboarding frameworks, SOPs, and configuration standards for complex multi-property and 25–100+ room deployments.
  • Establish and monitor onboarding velocity, deployment quality, training completion, CSAT/NPS, and early-lifecycle retention metrics.
  • Forecast demand, balance team workload, and partner with leadership on capacity and headcount decisions.
  • Serve as a senior escalation point for complex or at-risk deployments and partner with Account Management on customer handoffs.
  • Partner with Sales, Product, Support, Professional Services, and Account Management on customer delivery and mid-market strategy.
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