Mid Market Onboarding Coach

cloudbedsthirdpartyboard

United States

Remote

USD 100,000 - 130,000

Full time

14 days+

A complete application in a minute

Tailored resume and cover letter, ready to send.

Get past ATS filters

Benefits offered by this job

Fully remote
Paid time off
Parental leave
Home office stipend
Learning resources

Job summary

cloudbedsthirdpartyboard is seeking a customer-facing onboarding specialist for mid-market hospitality properties. The role blends hands-on hotel operations with software coaching, guiding properties through setup, training, launch, and transition to ongoing support.

The position is fully remote and ideal for someone who has led hotel operations and wants to translate that experience into enabling operators to succeed with new technology.

Qualifications

  • Four or more years of hospitality operations experience, ideally in a leadership role at hotels, resorts, or hospitality management groups.
  • Two or more years in SaaS onboarding, implementation, customer success, or another customer-facing software role.
  • Strong communication and consultative skills, balancing hospitality empathy with product expertise.

Responsibilities

  • Act as the primary advisor for an assigned portfolio of mid-market customers, shaping operational workflows and platform adoption from kickoff through go-live.
  • Own the end-to-end customer relationship, including system setup, escalated issue resolution, and handoff to hypercare and long-term support.
  • Build trusted relationships with property leadership and stakeholders, partnering with onboarding project managers to keep milestones on track.
  • Identify opportunities to deepen platform adoption and position onboarding as the start of long-term customer success.
  • Partner with Sales, Product, Customer Success, and Support teams to translate onboarding feedback into product and process improvements.

Skills

Hospitality operations
SaaS onboarding
Change management
Senior stakeholder communication
Training & coaching

Job description

Role overview

This is a customer-facing onboarding role focused on mid-market hospitality properties adopting a unified hotel management platform. The position blends hands-on hospitality expertise with software coaching, guiding properties through setup, training, launch, and the transition to ongoing support. It is fully remote and suited to someone who has actually run hotel operations and now wants to translate that experience into enabling other operators to succeed with new technology.

Responsibilities
  • Act as the primary advisor for an assigned portfolio of mid-market customers, shaping operational workflows, change management, system configuration, and platform adoption from kickoff through go-live.
  • Own the end-to-end customer relationship, including system setup, escalated issue resolution, and the handoff from onboarding into a hypercare and long-term support phase.
  • Build trusted relationships with property leadership, owners, and other key stakeholders, partnering with onboarding project managers to keep implementation milestones on track.
  • Identify and pursue opportunities to deepen platform and feature adoption, positioning onboarding as the start of long-term customer success.
  • Partner with Sales, Product, Customer Success, and Support teams to translate onboarding feedback into product and process improvements, and to surface value early in the engagement.
  • Deliver consultative training and coaching, using AI and automation to handle repetitive tasks so time is reinvested into relationship-building and strategic guidance.
Requirements
  • Four or more years of hospitality operations experience, ideally in a leadership or senior role at a hotel, resort, hotel group, or hospitality management company.
  • Broad working knowledge of hotel operations including front office, reservations, revenue management, guest services, distribution, and property management systems.
  • Two or more years in SaaS onboarding, implementation, customer success, account management, or another customer-facing software role.
  • Comfort guiding operational and technical change with senior stakeholders at complex properties.
  • Strong communication and consultative skills, with the ability to balance hospitality empathy and product expertise.
Nice to have
  • Prior experience supporting mid-market or multi-property hotel groups through technology transformations.
  • Familiarity with AI-assisted onboarding tooling and modern customer success platforms.
Benefits and work setup
  • Fully remote position.
  • Paid time off aligned with local labor requirements.
  • Fully paid parental leave.
  • Home office stipend based on country of residency.
  • Access to internal learning resources, including professional development courses, manager training, upskilling, and knowledge transfer programs.
Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Remote Mid-Market Hospitality Onboarding Coach
Remote Mid-Market Hospitality Onboarding Coach

cloudbedsthirdpartyboard • United States

Remote
USD 100,000 - 130,000
Fully remote
Paid time off
Parental leave
+2
Director of Customer Success & Onboarding - North America
Director of Customer Success & Onboarding - North America

mewssystems • United States

Remote
USD 180,000 - 280,000
Remote-first culture
Hybrid flexibility
Relocation options after one year
+2
Onboarding Project Manager - Europe
Onboarding Project Manager - Europe

cloudbedsthirdpartyboard • United States

Remote
USD 90,000 - 130,000
Remote-first
Remote Mid-Market Onboarding Coach for Hospitality AI
Remote Mid-Market Onboarding Coach for Hospitality AI

Cloudbeds • United States

Remote
USD 90,000 - 130,000
Remote-first
Home office stipend
Paid parental leave
+2
Remote Mid-Market Onboarding Coach for Hospitality SaaS
Remote Mid-Market Onboarding Coach for Hospitality SaaS

Remote • San Francisco (CA)

Remote
USD 90,000 - 130,000
Remote-first culture
PTO per local labor standards
Fully paid parental leave
+3
Training & Support Consultant
Training & Support Consultant

Storable • United States

Remote
USD 40,000 - 45,000
Fully remote
Four weeks caregiver leave
Home office stipend
+3
Mid Market Onboarding Coach
Mid Market Onboarding Coach

Cloudbeds • United States

Remote
USD 90,000 - 130,000
Remote-first
Home office stipend
Paid parental leave
+2
Senior Technical Application and Onboarding Specialist
Senior Technical Application and Onboarding Specialist

mewssystems • United States

Remote
USD 106,000 - 137,000
Remote-first
Relocation after 1 year
Home office budget
+3
Remote Onboarding PM - Hospitality SaaS
Remote Onboarding PM - Hospitality SaaS

Cloudbeds • Charlotte (NC)

Remote
USD 70,000 - 80,000
Remote-first culture
PTO per local law
Fully paid parental leave
+3
Global Director, Mid-Market Onboarding
Global Director, Mid-Market Onboarding

Cloudbeds • Las Vegas (NV)

Remote
USD 140,000 - 200,000
Remote-first culture
PTO
Parental leave
+4