Hostaway

• Own the operational execution of Global Enablement programs, ensuring onboarding, certifications, recurring initiatives, and strategic projects are delivered consistently and on schedule. • Manage and optimize the Enablement technology ecosystem, including learning platforms, knowledge repositories, project management tools, and enablement resources to support a scalable learning environment. • Design, document, and continuously improve enablement workflows, processes, and standard operating procedures (SOPs) that drive operational excellence, consistency, and scalability across the business. • Partner cross-functionally with Sales, Revenue Operations, Product, Product Marketing, and Customer Success to coordinate enablement initiatives, support product launches, and improve organizational readiness. • Own the governance of the Global Enablement knowledge base, ensuring learning content, playbooks, documentation, and resources remain accurate, accessible, and aligned with evolving business priorities. • Develop and maintain enablement reporting and operational dashboards, providing leadership with actionable insights into program adoption, certification completion, operational health, and overall enablement effectiveness. • Identify, recommend, and implement operational improvements that streamline workflows, reduce manual effort, and enhance the experience for learners, managers, and cross-functional stakeholders. • Serve as the operational backbone of the Global Enablement organization, enabling Trainers, Managers, and Leadership to execute high-impact enablement programs through strong systems, processes, documentation, and operational support.

• Own the operational execution of Global Enablement programs, ensuring onboarding, certifications, recurring initiatives, and strategic projects are delivered consistently and on schedule. • Manage and optimize the Enablement technology ecosystem, including learning platforms, knowledge repositories, project management tools, and enablement resources to support a scalable learning environment. • Design, document, and continuously improve enablement workflows, processes, and standard operating procedures (SOPs) that drive operational excellence, consistency, and scalability across the business. • Partner cross-functionally with Sales, Revenue Operations, Product, Product Marketing, and Customer Success to coordinate enablement initiatives, support product launches, and improve organizational readiness. • Own the governance of the Global Enablement knowledge base, ensuring learning content, playbooks, documentation, and resources remain accurate, accessible, and aligned with evolving business priorities. • Develop and maintain enablement reporting and operational dashboards, providing leadership with actionable insights into program adoption, certification completion, operational health, and overall enablement effectiveness. • Identify, recommend, and implement operational improvements that streamline workflows, reduce manual effort, and enhance the experience for learners, managers, and cross-functional stakeholders. • Serve as the operational backbone of the Global Enablement organization, enabling Trainers, Managers, and Leadership to execute high-impact enablement programs through strong systems, processes, documentation, and operational support.

• Own end-to-end inbound lead and meeting routing in Salesforce and ChiliPiper (Routers/Queues, Inbound Concierge), including round-robin, capacity-based, territory-based, and time-zone rules. • Maintain fair distribution for AEs and SDRs; define weighting logic, out-of-office (OOO) handling, fallback rules, and exception workflows; audit and correct misroutes. • Define and enforce lifecycle definitions and SLAs (service-level agreements) across MQL (Marketing Qualified Lead), SAL (Sales Accepted Lead), SQL (Sales Qualified Lead), Opportunity creation, and Demo Completed; ensure data is consistent and reportable. • Administer ChiliPiper calendars, router logic, queues, no-show/rebook flows. • Build and maintain Sales performance dashboards in Salesforce for routing health, speed-to-lead, demo distribution fairness, meeting-to-opportunity rate, and pipeline coverage. • Partner with Sales leadership on capacity planning, territories, and coverage; simulate policy changes and quantify impact on conversion and SLA adherence. • Document processes, SLAs, routing policies, and troubleshooting guides so GTM teams know exactly how leads and demos flow. • Proactively surface insights that improve speed-to-lead, demo show rate, and win rate.

• Lead projects from discovery to delivery: Stay in regular contact with customers, map opportunities, and carry work all the way through to delivery and post launch analysis. • Work AI-first: Use AI tools across research synthesis, ideation, writing, and prototyping to explore more, decide faster, and free up your time for the hard design problems. • Build and ship fast: Go beyond static screens to build interactive, working prototypes, put them in front of real users early, and iterate. • Uncover user needs: Combine qualitative and quantitative evidence to guide your decisions and know when a direction is not supported. • Drive alignment and trade-offs: Facilitate workshops, focus the team, move decisions forward, and develop solutions that work for the business, the user, and engineering. • Think system-wide: Contribute to and maintain our design system, and consider the broader product ecosystem in everything you ship. • Collaborate with cross-functional teams, including product managers, engineers, and customer success, to identify user needs and deliver impactful design solutions.

• Deliver engaging virtual and live training sessions in English and French, including role-plays, call coaching, certifications, and workshops. • Own and lead new hire onboarding for EMEA SDRs. • Expand onboarding and ongoing development programs to support EMEA Account Executives within the first six months. • Partner with regional sales leaders to identify performance gaps and align training priorities. • Manage and evolve enablement content, playbooks, and resources. • Conduct assessments and provide actionable coaching to improve performance. • Collaborate across Sales, Marketing, Product, and Revenue Operations to build scalable learning programs. • Support occasional global training initiatives across North America, LATAM, and APAC as business needs evolve.

• Partner with Account Executives to lead consultative, value-driven sales cycles • Run discovery and workflow analysis to uncover operational pain points • Handle technical questions and objections with confidence • Act as a trusted advisor, guiding prospects toward scalable solutions • Collaborate with Product, Marketing, and Customer teams to improve positioning • Support enablement through demos, messaging, and training • Stay current on industry trends and competitive landscape

• Become the definitive owner of the Hostaway mobile app within your first few weeks, setting its vision, strategy, and roadmap in step with our Domain product teams. • Run continuous discovery as your default operating mode, spending real time with app users and turning what you learn into clear north stars, opportunities, and scoped requirements. • Set the app's north-star and supporting metrics, find the drivers that genuinely move them, and ensure instrumentation ships with every feature. • Own adoption, engagement, and retention as outcomes you're accountable for, including identifying where AI can make a real difference for an on-the-go, multi-persona tool. • Partner closely with Product Design to deliver experiences that feel genuinely native on iOS and Android, fast, intuitive, and built for the field. • Drive GTM readiness for every release so Product Marketing, Sales Enablement, CS, and Support are equipped before launch.

• Hostaway is looking for a Senior Director of Brand and Content to build and lead the brand, content, and creative engine for our next stage of growth as a leading B2B SaaS platform for professional short-term rental operators. • You’ll build the function largely from the ground up, including the team, operating model, workflows, AI-enabled production systems, and quality standards. • This role will partner closely with Product Marketing, Demand Generation, Sales, Marketing Operations, and Product to ensure Hostaway’s brand, content, and creative output is aligned with SaaS GTM priorities, buyer journeys, product launches, demand generation, and measurable business outcomes. • Build and lead a team that will own the modern content engine that produces high-quality, high-velocity editorial, thought leadership, and demand-supporting content. • Build the in-house Creative team from scratch including designers, copywriters, motion/video, and production talent. • Partner closely with Product Marketing, Demand Generation, Sales, Marketing Operations and Product to align brand, content, and creative to support GTM priorities and drive revenue growth. • Hire, mentor, and develop the brand, content, and creative team, making smart early bets on senior leaders, hands-on makers, and hybrid AI-native talent. • Define KPIs across brand health, content performance, creative effectiveness, AI productivity gains, LLM/AI discoverability, and revenue contribution.

• Provide customer support via phone, chat, and email, ensuring timely, clear, and helpful responses to customer inquiries. • Diagnose and troubleshoot technical issues customers experience with our SaaS platform, including software functionality, configuration, and integrations. • Collaborate closely with internal teams, including Product Development and QA, to escalate and resolve complex technical issues. • Document and track customer inquiries, issues, and resolutions in our support system. • Proactively identify opportunities for process improvements and contribute to knowledge base articles and support documentation. • Assist with product demonstrations and customer training sessions when needed. • Stay up to date with the latest product features, enhancements, and industry trends to effectively support customers and provide valuable feedback to internal teams.

• Lead, mentor, and scale a high-performing team of remote Account Executives across the NAM region. • Set clear sales targets and KPIs, conduct regular pipeline reviews, and coaching sessions. • Develop and implement a comprehensive sales strategy for the NAM market. • Take ownership of the NAM sales pipeline from lead to close, ensuring predictable and consistent revenue growth. • Continuously refine and improve sales processes to increase efficiency and effectiveness. • Work closely with Marketing, Customer Success, and Product teams to ensure alignment and contribute to overall success. • Serve as an expert on the NAM vacation rental market, staying informed about trends and customer needs. • Deliver accurate and timely sales forecasts, reports, and performance analysis to senior leadership.