Head of Digital Strategy & eCommerce

The Gig Virgin Voyages is redefining the future of travel—bold, effortless, and unmistakably Virgin. The Director, Digital Strategy & eCommerce is a commercial channel owner accountable for the revenue performance of VirginVoyages.com, FirstMates.com, and the Sailor App, and owns the strategy that drives Sailors and First Mates to discover, consider, and book. This is not a technology roadmap role; it is a growth and revenue leadership role that operates through digital channels. What You’ll Be Up To Channel Ownership & Commercial Accountability Own the digital channel as a revenue‑generating business—accountable for driving booking revenue, conversion rates, and digital customer acquisition across VirginVoyages.com, FirstMates.com, and the Sailor App. Define and own the end‑to‑end digital channel strategy: from the creative and media approaches that bring Sailors and First Mates to the site, through the onsite experience that converts them, and into the post‑booking journey that deepens engagement and drives ancillary revenue. Set and hold the channel to clear revenue and performance targets, working closely with Finance and Revenue Management to forecast digital contribution, model ROI on investments, and report performance against commercial goals in executive forums. Treat the digital channel with the same rigor and ownership mindset as a P&L: identify gaps, build investment cases, prioritize ruthlessly, and drive results with urgency and accountability. Acquisition Strategy & Creative Demand Generation Develop and own a creative, insight‑led strategy to drive qualified Sailor and First Mate traffic to Virgin Voyages’ digital properties—going beyond paid media to consider organic, content, SEO, CRM‑driven re‑engagement, and partner‑driven acquisition. Partner with Brand, Paid Media, CRM, PR, and Content teams to ensure the acquisition strategy is cohesive—so every channel and touchpoint works together to bring the right audiences to the right digital experience at the right moment. Identify untapped acquisition opportunities and audience segments; build and present business cases that unlock new sources of demand for the digital channel. Champion creative ambition in the digital experience—pushing the team and partners to build digital moments that are functional, on‑brand, surprising, and worth sharing. Conversion Optimization & Booking Experience Own the end‑to‑end booking funnel across VirginVoyages.com and FirstMates.com—focusing on removing friction, improving conversion at every step, and making booking a Virgin Voyages sailing as easy and exciting as possible. Lead a rigorous A/B and multivariate testing program across the booking funnel—ensuring continuous experimentation, learning, and improvement based on evidence. Partner with the Data Insights & Intelligence team to diagnose funnel performance, identify drop‑off points, and translate behavioral analytics into prioritized experience improvements. Define what “good” looks like across every digital booking touchpoint—establish benchmarks, track progress, and upscale when performance falls short of commercial expectations. Unified Digital Ecosystem & Cross‑Platform Strategy Own the vision for a cohesive Virgin Voyages digital ecosystem—where VirginVoyages.com, the Sailor App, and onboard digital screens feel like connected chapters of the same journey rather than separate products. Define the strategic connective tissue between pre‑sail digital touchpoints and the onboard experience—how the web experience sets up the app experience, how onboard digital screens extend the brand and drive ancillary conversion, and how the Sailor App deepens engagement before, during, and after the voyage. Partner with IT, Product, and Experience teams to ensure the technology roadmap supports the commercial and experiential vision—translating strategic intent into platform requirements without losing sight of commercial objectives. Ensure personalization and AI‑powered capabilities are deployed to serve the commercial strategy—intelligent recommendations, dynamic content, and predictive personalization that make every Sailor feel the experience is built for them. Team Leadership, Roadmap Prioritization & Stakeholder Influence Lead, develop, and inspire a team of 4 Senior Managers and a total org of 12‑15—setting high standards for commercial thinking, creative ambition, and data‑driven decision‑making across every function. Own the digital enhancement roadmap across all properties—prioritizing investments based on commercial impact and ensuring every initiative has a clear problem statement, data rationale, expected impact, and success criteria before resources are committed. Bridge strategic alignment across Marketing, IT, CRM, Paid Media, PR, and Guest Experience—acting as connective tissue that keeps the digital channel aligned with the broader commercial organization. Represent the digital channel’s commercial performance and strategic direction in executive leadership forums—providing data‑backed narratives and well‑supported recommendations. Manage and hold accountable vendor relationships and external partners supporting digital commerce, testing, personalization, and analytics. Other duties as assigned. Superpowers Required 10+ years of experience in digital commerce, eCommerce strategy, or growth marketing—owning a digital channel or revenue line and driving measurable commercial outcomes, ideally within travel, hospitality, or consumer brands. Demonstrated experience as a channel owner or commercial leader—not just a product or platform manager—accountable for revenue targets, acquisition strategy, and conversion performance across a significant digital ecosystem (250M+ revenue responsibility preferred). Creative strategic thinker: able to develop original, insight‑led acquisition strategies that go beyond standard media playbooks and link brand, content, CRM, and digital experience into a cohesive commercial program. Deep expertise in conversion rate optimization (CRO), booking funnel performance, A/B and multivariate testing methodology, and digital merchandising across web and app environments. Strong fluency in cross‑platform digital strategy—experience thinking across web, app, and physical/digital touchpoints to create cohesive user journeys that serve both brand and commercial goals. Expert understanding of how to partner with data and analytics teams: knows what metrics to track, what questions to ask, and how to turn behavioral and commercial data into prioritized action. Experience building and presenting business cases for digital investments, including ROI modeling, effort/impact prioritization, and executive‑ready proposals. Proven ability to lead, develop, and inspire cross‑functional teams including direct reports, matrixed partners, and external vendors. Fluency in AI‑driven personalization, digital automation, and emerging eCommerce technology; actively curious about how new capabilities can serve commercial strategy. Strong executive communication and influencing skills; able to simplify complexity and present data‑backed strategies to senior leadership with confidence and conviction. Bachelor’s degree required; advanced degree in a business, marketing, or quantitative field preferred. What Matters to Us At Virgin, your personality matters as much as how good you are at what you do. We want you to bring it to our hangout spot and help make the place even better. We don’t expect you to be the same as everyone else; we celebrate your unique strengths and encourage an inclusive workplace where you can be your best self. Equal Opportunity Employer Virgin Voyages is committed to being an Equal Opportunity Employer and encourages applications from qualified, eligible applicants regardless of their sex, race, disability, age, sexual orientation, gender reassignment, religion or belief, marital status, pregnancy and maternity. Our greatest strength comes from our ability to come together as unique individuals—embracing and celebrating our differences to provide an inclusive workplace environment that allows you to be your best self. Recruiting Agency Notice Virgin Voyages is not accepting unsolicited assistance from search firms for this employment opportunity. All resumes submitted by search firms to any employee at Virgin Voyages via email, the Internet, or in any form and/or method without a valid written Statement of Work in place for this position from Virgin Voyages HR/Recruitment will be deemed the sole property of Virgin Voyages. No fee will be paid in the event the candidate is hired by Virgin Voyages as a result of the referral or through other means. #J-18808-Ljbffr Virgin Voyages