Customer Success Team Lead

Canada, CanadaFull-time2026-10-07 → 2026-10-08

Core

Lead and develop a global team of Customer Success Managers (CSMs) to drive retention, upsells, and account growth for SMB hospitality clients in the Americas. (via careerplan.io/jobs/10-000-2A-379-74-50C-customer-success-team-lead-at-guesty)

Role type

Senior Customer Success Team Lead (SMB segment)

Builds

Scalable customer success processes and digitalized customer journeys for SMB property managers

Domain

B2B SaaS / Hospitality Technology (Short-term rental)

Required skills

Team leadership and mentorship, B2B SaaS customer success strategy, upsell/cross-sell execution, CRM and BI tool proficiency, data analysis for process improvement, cross-functional collaboration

Preferred skills

Short-term rental industry experience, SMB market knowledge

About Guesty

Guesty is the all-in-one platform that helps hospitality businesses around the world automate, optimize, and scale their operations. We’re a fast-growing global startup transforming the industry—from enhancing guest experiences to driving business growth. With a powerful suite of features and integrations with 150+ industry partners—including Airbnb, Vrbo, Booking.com, Expedia, Google Travel, and more—Guesty empowers property managers to deliver top-tier guest experiences while running efficient, data-driven operations. We’re proud to have over 800 team members across 16 countries, all working