Jobs at Guesty

Supports the CEO by managing calendars, meetings, travel, communications, confidential information, documents, follow-ups, and executive logistics. Oversees NYC office operations, vendors, supplies, storage, invoices, onboarding, offboarding, employee experience initiatives, IT equipment, inventory, and first-line technical support. Partners with HR and global teams to maintain efficient office and employee operations in a fast-paced international environment.

Drive adoption, upselling, and expansion revenue for Guesty’s premium SaaS products among existing customers. Responsibilities include prospecting, lead management, product demonstrations, webinars, consultations, pipeline management, pricing discussions, negotiations, and closing. The role partners with Sales, Customer Success, Marketing, Product, and Community teams while maintaining accurate Salesforce records and providing customer and product feedback.

Provides advanced technical guidance to SaaS customers, translating business requirements into scalable solutions and improving product adoption. Partners with Customer Success Managers on account health, retention, and workflow optimization; trains clients, identifies automation and AI opportunities, and serves as the customer voice for Product teams. Requires strong technical aptitude, API literacy, communication, analytical problem-solving, and at least four years of technical experience in SaaS or a technology-driven environment.

Own major product bets from vision and strategy through delivery and measurable outcomes. Lead cross-domain initiatives, define roadmaps and metrics, prototype AI-powered products and agents, and guide teams in shipping reliable, useful experiences. Partner directly with executives, make evidence-based decisions, and raise product quality standards across the organization. The role requires substantial product leadership experience, production AI delivery, hands-on prototyping, strong data judgment, and excellent communication.

Own product vision, strategy, roadmap, and outcomes for major AI-powered product initiatives. Lead cross-domain teams, prototype with code and AI tools, define metrics, ship production features, and influence executives and product leadership. The role requires hands-on AI product experience, strong data-driven judgment, innovation, and the ability to lead through influence in a fast-moving B2B SaaS environment.

Own global operations and performance of Guesty Shield, including claims oversight, team leadership, insurer and partner relationships, customer retention, program economics, and operational improvements. Lead commercial negotiations, monitor service levels and profitability, resolve escalations, manage cross-functional launches, and ensure consistent customer experiences across markets.

Manage post-sale relationships with SMB SaaS customers, focusing on retention, growth, renewals, and customer success. Analyze performance metrics, identify opportunities, educate clients on products, negotiate contracts, and close expansion deals. Collaborate with Sales, Implementation, Finance, and Support teams while maintaining product expertise and delivering strong customer experiences.

Manage post-sale relationships with SMB SaaS customers, driving retention, renewals, growth, and customer success. Analyze performance metrics, identify expansion opportunities, educate clients on product value, negotiate contracts, and close revenue-generating deals. Collaborate with Sales, Implementation, Finance, and Support teams while maintaining product expertise and delivering strong customer experiences. Fluent English and Spanish, SaaS account management experience, CRM familiarity, and strong communication and organizational skills are required.

Manage post-sale relationships with SMB SaaS customers, driving retention, renewals, expansion, and customer success. Analyze performance metrics, identify growth opportunities, advise clients on product usage, negotiate contracts, and close revenue-generating deals. Collaborate with Sales, Implementation, Finance, and Support teams while maintaining product expertise and delivering exceptional client experiences.

Own Guesty Shield’s global operations, claims oversight, customer retention, insurer and partner relationships, commercial performance, and profitability. Lead the internal claims team, improve service levels and operational efficiency, resolve escalations, manage renewals and partner transitions, and coordinate product launches and cross-functional initiatives. The role requires short-term rental industry expertise, insurance or protection program experience, team leadership, commercial negotiation, analytical judgment, and strong understanding of claims workflows and operational controls.

Own global Shield program operations, claims performance, customer retention, partner relationships, commercial negotiations, and profitability. Lead the internal claims team, improve workflows and service levels, oversee insurers and claims administrators, resolve escalations, and deliver cross-functional product and operational initiatives across markets.

Leads a team of Automation Engineers and manages CX automation, tooling, and AI projects from planning through adoption. Responsibilities include setting priorities, managing timelines and budgets, monitoring risks, coordinating stakeholders, maintaining governance and documentation, improving support processes, and measuring project impact through data-driven reporting.

Leads a team of Automation Engineers and manages CX automation, tooling, and AI projects from scoping through adoption. Responsibilities include project planning, budgeting, risk mitigation, governance, stakeholder communication, process improvement, and data-driven impact reporting. The role partners cross-functionally to deliver scalable solutions that improve customer support operations and efficiency.

Lead Guesty’s company-wide AI transformation by owning the roadmap, AI team, infrastructure, governance, tooling budget, and cross-department automation initiatives. Drive measurable improvements in hours saved, workload automation, cost avoidance, and revenue impact. Lead AI transformation managers and engineers, enable business teams to build safe automations and agent workflows, evaluate emerging technologies, report to senior leadership, and remain hands-on enough to guide implementation and unblock delivery.

Own sales growth across the Mountain West and Midwest by developing territory strategies, generating outbound leads, conducting product demonstrations, managing Salesforce pipelines, building prospect relationships, negotiating contracts, and closing SaaS deals. The role requires deep travel and hospitality technology sales expertise, strong knowledge of the short-term rental industry, full-cycle selling skills, market research, and representation at industry events.

Lead Guesty’s corporate development strategy, including cross-border M&A sourcing, valuation, financial modeling, deal structuring, negotiations, due diligence, and closing. Develop strategic partnerships and alliances, oversee post-merger integration, monitor market opportunities, and present recommendations to executive leadership and the Board. Manage a globally distributed team and collaborate across Finance, Legal, Product, Technology, and other functions in a global B2B SaaS environment.

Own Guesty’s mid-market sales territory across Spain, building pipeline from scratch through outbound prospecting, networking, partnerships, events, and local market activity. Manage the full sales cycle from discovery and demonstrations through negotiation and close. Develop relationships with hospitality operators and senior decision-makers, maintain accurate forecasting and CRM discipline, provide market intelligence, and collaborate cross-functionally to close complex opportunities and grow Guesty’s presence in Spain.

Own Guesty's mid-market sales growth across Sweden, Denmark, Norway, and Finland. Build outbound pipeline, develop relationships with hospitality and short-term rental operators, manage complex full-cycle B2B SaaS sales, negotiate and close new business, maintain accurate forecasts and CRM records, and provide market intelligence. The role requires engaging senior decision-makers, creating territory strategies, representing Guesty at industry events, and collaborating with Solutions, Product, Customer Success, and Onboarding teams.

Own and rebuild Guesty’s email and lifecycle marketing operations across email, Pendo, SMS, and sales sequences. Responsibilities include designing campaign processes, building complex HubSpot workflows, improving deliverability and database health, coordinating cross-functional execution, measuring revenue impact, and applying AI and automation. The role requires hands-on lifecycle marketing expertise, strong stakeholder management, B2B SaaS experience, CRM integration knowledge, and familiarity with GDPR and related privacy regulations.

Own and rebuild Guesty’s email and lifecycle marketing operations across HubSpot, Pendo, SMS, and sales sequences. Responsibilities include workflow development, campaign process design, deliverability recovery, database hygiene, segmentation, cross-channel journey coordination, performance measurement, and automation. The role partners with content, design, sales, and BI teams to improve conversions, engagement, marketable contacts, and revenue impact while ensuring privacy compliance and efficient campaign execution.