[Remote] Head of Commercial Strategy & Enterprise Accounts – Hospitality (Digital Marketing/SEO)

Note: The job is a remote job and is open to candidates in USA. Milestone Inc. is an AI-native Digital Experience Platform focused on enhancing brand visibility across various digital channels. They are seeking a Head of Commercial Strategy & Enterprise Accounts for the hospitality sector, responsible for driving revenue growth, customer success, and strategic account management for key enterprise clients.ResponsibilitiesOwn the overall health, growth, retention, & commercial performance of Milestone's enterprise hospitality & travel portfolioServe as a strategic advisor to executive stakeholders, helping customers align digital investments with revenue, distribution, guest acquisition, & business growth objectivesLead commercial planning & strategic account development across key enterprise customersDirectly manage a portfolio of high-value strategic accounts & serve as the executive relationship ownerDrive measurable customer outcomes tied to direct bookings, revenue growth, AI visibility, guest acquisition, & digital performanceLead executive business reviews, strategic planning sessions, renewal discussions, & expansion opportunitiesNavigate complex commercial negotiations involving renewals, cross-sell, upsell, and long-term partnership growthAdvise customers on commercial strategies spanning Revenue Management, Distribution, Sales, Marketing, Digital Experience, and Direct Booking optimizationHelp customers identify opportunities to improve channel performance, market share, guest acquisition, profitability, and digital competitivenessStay current on industry trends including revenue management, distribution, metasearch, OTAs, AI-driven discovery, and evolving guest behaviorTranslate industry insights into actionable strategies that improve customer business performancePosition Milestone as a strategic growth partner rather than a technology vendorLead a high-performing Customer Success & Enterprise Account Management organization focused on customer outcomes, adoption, retention, & growthEnsure customers maximize value across Milestone's platform ecosystem, including CMS, GEO, AI Search, Local Listings, Schema, Content Studio, Analytics, & AI-powered solutionsDevelop scalable playbooks for onboarding, adoption, executive engagement, expansion, and risk mitigationEstablish proactive customer health monitoring & success forecasting processesPartner with Product & Engineering teams to ensure customer needs influence product strategy & roadmap prioritiesAct as a senior advisor on AI visibility, GEO, SEO, Local, Entity Optimization, Structured Data, and AI-powered customer acquisitionDesign & execute account growth strategies that expand customer engagement and platform adoptionIdentify opportunities to increase customer share of wallet and accelerate business outcomesCollaborate with Marketing to develop thought leadership, customer success stories, executive content, and industry initiativesRepresent Milestone in executive briefings, customer workshops, webinars, conferences, and strategic industry engagementsLead, coach, and develop a world-class organization of Enterprise Account Managers and Customer Success leadersFoster a culture of ownership, accountability, customer obsession, operational excellence, and commercial thinkingCreate scalable operating frameworks for forecasting, account planning, risk management, executive communication, and growth executionAlign Sales, Product, Engineering, Marketing, Professional Services, and Support around customer outcomesServe as the executive voice of the customer across the organizationSkills12–18+ years of experience in enterprise account management, customer success, strategic sales, or commercial leadership rolesStrong experience within hospitality, travel, tourism, or enterprise martech/SaaS environmentsProven success leading enterprise account management and/or customer success teams including revenue management and channel distributionDemonstrated ownership of enterprise portfolio revenue, renewals, retention, and expansion ARRStrong executive presence with experience engaging CMOs, CDOs, Revenue Leaders, and senior hospitality executivesDeep expertise in digital marketing including SEO, GEO, AI search, omnichannel strategy, ABM, and content strategyStrong understanding of SaaS platforms, CMS, analytics, structured data, AI search, and digital experience ecosystemsExperience managing strategic enterprise accounts directly while also leading teamsCommercial mindset with strong negotiation and forecasting capabilitiesStrong cross-functional leadership and operational execution skillsHospitality technology ecosystem experience is a strong plus: PMS, CRS, OTAs, metasearch, loyalty systems, and revenue management platformsBachelor's degree in Business, Marketing, Hospitality, or related field; MBA preferredExperience speaking at industry events or contributing to hospitality thought leadership is a plusCompany OverviewMilestone drives online leads and customer acquisition for over 2,000 companies by seamlessly integrating “Experiences” and “Discovery” into its AI-First Digital Experience Platform. It was founded in 1998, and is headquartered in Santa Clara, California, USA, with a workforce of 201-500 employees. Its website is http://www.milestoneinternet.com/.