Canada; Latin America; United States of America•Latin America•North America
Remote
Senior
Full Time
remoteB2B SaaScustomer successmanagementhospitalityAI tooling
Requirements
- •5+ years of experience in Customer Success, Retention, CS Ops, or Post-Sales Operations in B2B SaaS
- •At least 2 years of direct people management or proven lead experience managing high-stakes customer retention workflows
- •Significant direct management experience in hotel or resort operations (front office, revenue, or property management)
- •Exceptional emotional intelligence and capability in executive-level de-escalation, trust building, and high-impact problem solving
- •Technical aptitude to leverage AI tooling and automation
- •High attention to detail and strict standards for CRM hygiene, activity logging, and process documentation
- •Proven ability to drive alignment and mobilize internal teams across Product, Support, and Sales without relying solely on direct authority
What You'll Do
- •Lead, coach, and develop a specialized team of Customer Recovery Coaches
- •Run regular 1:1s, risk portfolio reviews, and set clear performance expectations
- •Hire, onboard, and continuously upskill new Recovery Coaches
- •Set the operating rhythm for the Customer Recovery motion including risk queue triage, Fire-Team mobilizations, post-sales friction resolution, executive escalation tracking, and weekly retention forecasts
- •Oversee and optimize the Fire-Team motion as an executive escalation owner
- •Mobilize cross-functional stakeholders across Product, Engineering, Support, and Sales to restore trust
- •Ensure effective triage of high-impact queues of at-risk customers
- •Drive proactive rescue and structured save motions
- •Guide the team in executing Rapid Wins for immediate operational stabilization
- •Own and execute the 'Recovery Becomes Prevention' feedback loop
- •Transform root-cause insights into actionable product and process improvements
- •Partner with Product, Engineering, Onboarding, and Customer Support leadership to eliminate recurring operational blockers and friction points
- •Implement AI-driven tooling, automated risk detection, and clean CRM reporting in Salesforce
Nice to Have
- •Deep experience managing customer recovery or retention motions across SMB, mid-market, enterprise, or multi-property hospitality clients
- •Fluency in Spanish and English
- •Familiarity with Salesforce, Zendesk, or advanced CS risk-analytics tooling
Benefits
- •Remote First, Remote Always
- •PTO in accordance with local labor requirements
- •Fully Paid Parental Leave
- •Home office stipend based on country of residency
- •Professional development courses in Cloudbeds University
- •Access to professional development including manager training, upskilling, and knowledge transfer
