Guesty is the AI platform for short-term rentals where a coordinated system of AI agents works across revenue, guest communication, operations, and finance, so property managers and hosts can grow without growing complexity. Trained on over a decade of real STR operations data, Guesty's agents don't just suggest actions, they carry them out, with you in control. With the largest R&D team in the industry, Guesty is the engine inside 500,000+ properties across 100+ countries…
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The engine inside more properties, more platforms, and more bookings worldwide.
Guesty is the AI platform for short-term rentals where a coordinated system of AI agents works across revenue, guest communication, operations, and finance, so property managers and hosts can grow without growing complexity. Trained on over a decade of real STR operations data, Guesty's agents don't just suggest actions, they carry them out, with you in control. With the largest R&D team in the industry, Guesty is the engine inside 500,000+ properties across 100+ countries, integrated with every major OTA including Airbnb, Vrbo, Booking.com, Expedia, Tripadvisor, Hopper, Google Travel, and Homes & Villas by Marriott. Engineered for global operators, the platform operates under rigorous data governance requirements, providing the industry's most trusted, compliance-certified infrastructure. Backed by $410 million in funding from KKR, Apax Digital Fund, Inovia Capital, DFO Management, Sixth Street Growth, Viola Growth, and Flashpoint, Guesty’s global team is pioneering the agentic era of hospitality, building what comes after tools.
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Guesty has 6 open jobs in Canada as of November 6, 2026.
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Guesty: Engineered for global operators, the platform operates under rigorous data governance requirements, providing the industry's most trusted,…
4+ YOECandidates need at least 4 years of technical experience in SaaS or a technology-driven environment, along with API literacy and strong communication and presentation skills. Experience with AI tools and workflow automation is a bonus.
API, AI tools, LLMs
Guesty: Engineered for global operators, the platform operates under rigorous data governance requirements, providing the industry's most trusted,…
5+ YOECandidates need 5+ years in program management, insurance or protection programs, or operations, plus prior short-term rental industry experience. They must have managed a team, led insurer relationships and commercial negotiations, and understand claims workflows.
Reporting, Team leadership, Coaching, Performance management, Quality assurance, Monitor customer service
Guesty: Engineered for global operators, the platform operates under rigorous data governance requirements, providing the industry's most trusted,…
2+ YOEGuesty needs candidates with 2+ years of account management in complex SaaS, fluent English and Spanish, and a record of hitting sales targets and closing deals. Hospitality or property management experience and Salesforce are an advantage.
Salesforce
Guesty: Engineered for global operators, the platform operates under rigorous data governance requirements, providing the industry's most trusted,…
5+ MgmtCandidates need a proven record managing 5+ CSMs in B2B SaaS, ideally internationally, and closing upsells on high account volumes. Strong communication, complex de-escalation skills and CRM and BI tool proficiency, Salesforce strongly preferred, are also needed.
Salesforce, CRM systems, Customer Success tools, BI tools
Guesty: Engineered for global operators, the platform operates under rigorous data governance requirements, providing the industry's most trusted,…
1+ YOECandidates need 1-2+ years of outbound sales or business development experience, including cold calling and emailing. They must be fluent in English, proficient in Salesforce, and have strong communication, relationship-building and objection-handling skills.
Salesforce, CRM software
Guesty: Engineered for global operators, the platform operates under rigorous data governance requirements, providing the industry's most trusted,…
4+ YOEGuesty asks for at least 4 years of SaaS or technology experience, with hands-on trust accounting, property management accounting or financial SaaS work. Candidates also need API literacy, experience with enterprise accounts during high-pressure financial cycles, and strong communication and presentation skills.
Guesty Accounting Module
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