Mid Market Onboarding Coach
Job description
A Mid Market Onboarding Coach guides mid-market hotel customers through the Cloudbeds platform onboarding experience, including implementation, training, adoption, and launch. The role acts as a trusted advisor helping hoteliers align technology with their operational goals.
At a glance
- Work mode
- Remote
What you'll do
- Manage and guide the onboarding experience for assigned mid-market properties, ensuring customer readiness, successful adoption, and confidence using the Cloudbeds platform
- Serve as the trusted advisor for assigned mid-market customers, providing strategic guidance on operational workflows, change management, system configuration, and platform adoption throughout the onboarding journey
- Guide customers through system setup, configuration, operational workflows, and best practices tailored to their business needs
- Build trusted relationships with property leadership, owners, and key stakeholders to align onboarding objectives with business goals and operational outcomes
- Partner closely with Onboarding Project Management to execute onboarding plans, manage dependencies, and ensure customers achieve critical implementation milestones
- Collaborate with Sales, Product, Customer Success, Support, and Onboarding Project Management to convert onboarding feedback into systemic operational improvements
- Facilitate the customer journey from onboarding and training through hypercare and transition to ongoing support via video, phone, and email
- Own the customer relationship throughout the onboarding experience, resolving questions and coordinating solutions for escalated issues across multiple channels
- Act as a strategic consultant throughout the onboarding journey, helping customers optimize operational processes and maximize the value of the Cloudbeds platform
- Drive customer adoption and long-term success by identifying opportunities to expand utilization of Cloudbeds features, integrations, and best practices
- Partner with Sales to define success, demonstrate ROI, and support customer retention and long-term growth
- Deliver consultative training and coaching that empowers customers to successfully learn, adopt, and maximize the value of Cloudbeds features and functionality
- Support complex onboarding engagements by proactively identifying risks, removing obstacles, and coordinating cross-functional resources
- Contribute to training materials, onboarding best practices, and knowledge capture while staying current on system enhancements and new product capabilities
- Maintain accurate records of customer activities in Salesforce, gather customer feedback, and share insights that help improve the customer experience and product roadmap
- Eagerly adopt AI and tooling to handle administrative work and repetitive training questions
- Other projects/duties as requested
What we're looking for
- Strong AI Smarts: exceptional technical aptitude and learning agility, picking up new tools quickly and leveraging AI
- Hospitality Heart: proven ability in emotional intelligence and trust-building, comfortable engaging directly with customers at all levels
- 4+ years of hospitality operations experience, preferably in leadership or senior operational roles within hotels, resorts, hotel groups, or hospitality management companies
- Expertise in hotel operations, including front office, reservations, revenue management, guest services, distribution, and property management systems
- Experience managing complex customer onboarding, implementation, training, change management, or customer success initiatives
- Ability to engage and influence stakeholders at multiple levels, from operational users to property leadership and executive decision-makers
- Strong consultative, problem-solving, and project coordination skills, with the ability to manage multiple high-value customer engagements simultaneously
- Proven ability to drive customer adoption, operational improvements, and business outcomes through technology solutions
- Communicate product offerings clearly and synthesize customer feedback into actionable insights for internal teams
- Deliver exceptional communication with empathy and a customer-focused approach
- Comfortable working cross-functionally in a fast-paced, remote-first environment while balancing multiple priorities and customer needs
- Currently authorized to work in the location where the position is located without requiring visa sponsorship
Nice to have
- 2+ years of SaaS onboarding, implementation, customer success, account management, or customer-facing software experience
- Experience working with hospitality technology solutions such as PMS, CRS, Channel Managers, Revenue Management Systems, or related hotel software
- Experience supporting multi-property operators, hotel groups, or more complex hospitality organizations
- Experience leading operational transformation, technology rollouts, or process improvement initiatives within hospitality organizations
Your team
Customer Onboarding Team
A fully remote group of former hoteliers and customer experience professionals, focused on removing unnecessary manual work so we can spend more time on building and strengthening relationships and ensuring customers feel confident and supported from day one.
Apply
About Cloudbeds
AI Smarts + Hospitality Hearts
Cloudbeds provides a unified hospitality platform that powers hotels across 150 countries, processing billions in bookings annually. From boutique properties to large hotel groups, Cloudbeds helps hoteliers transform operations and uplevel their commercial strategy through a unified platform that integrates with hundreds of partners.
Mission
We're not just building software, we're transforming hospitality.
Key facts
- 650+ team members
- 2012
- Hospitality technology
- Platform powers hotels across 150 countries
- Processing billions in bookings annually
- Fully remote team across 40+ countries
- Team speaks 30+ languages
- Winner – Hotel Management Software | HotelTechAwards (2026)
- Overall 10 Best Places to Work | HotelTechAwards (2026)
- Overall Top 10 Hotelier's Choice | HotelTechAwards (2026)
- Finalist – Property Management Systems (PMS) & Channel Managers | HotelTechAwards (2026)
- Most Loved Workplace® Certified (2024)
- Deloitte Technology Fast 500 (2024)
What they value
- Hospitality Before Efficiency
- Caring Rebel mindset
- Unreasonable Hospitality
- Empathy
- Diversity and inclusion
