Enterprise Onboarding Specialist

Requirements

• 3 to 5+ years experience in SaaS onboarding, implementation, or project management roles supporting mid market or Enterprise customers
• Strong project management skills with experience coordinating multi-stakeholder implementations
• Experience working with complex customer environments and cross-functional decision makers
• Excellent communication, facilitation, and executive level presentation skills
• Ability to manage multiple concurrent onboarding implementations with competing priorities
• Strong problem-solving mindset and ability to navigate ambiguity in fast-growing environments
• Experience delivering structured onboarding or implementation frameworks
• Comfort working directly with technical and operational stakeholders
• Willingness to travel occasionally for onsite customer onboarding engagements

What the job involves

• As an Enterprise Onboarding Specialist, you will lead complex onboarding implementations for large and strategic customers
• You will act as the primary implementation partner during onboarding, guiding customers through a structured milestone based rollout designed to support successful platform adoption and Onboarding completion
• This role combines project management, customer consulting, stakeholder alignment, and solution enablement
• You will collaborate closely with Sales, Customer Success, Product, and Technical teams to ensure Enterprise customers successfully transition onto the Hostaway platform
• You will also travel occasionally to support onsite onboarding workshops, kickoff sessions, and implementation alignment meetings with strategic customers
• Lead end-to-end onboarding implementations for Enterprise customers from kickoff through successful completion
• Serve as the primary point of contact and trusted advisor for Enterprise stakeholders throughout onboarding
• Build and execute milestone-based onboarding plans aligned to customer goals, timelines, technical requirements, and rollout strategy
• Manage onboarding timelines, dependencies, risks, stakeholder expectations, and implementation visibility across systems such as Salesforce and Rocketlane
• Align Hostaway capabilities to customer workflows and business objectives to drive successful adoption
• Coordinate cross-functional implementation activities with Sales, Customer Success, Product, and Support teams
• Deliver tailored onboarding workshops, training sessions, and solution walkthroughs for customer teams and leadership
• Identify opportunities to improve onboarding processes and support onsite onboarding engagements when needed