Manager Digital Customer Experience

Grand CircleBoston, MA
$110,000 - $125,000Hybrid

About The Position

Grand Circle Corporation is the leader in international travel, adventure, and discovery for Americans aged 50+. Headquartered in Boston, MA, with more than 45 offices globally, over two million travelers have explored the world with our award-winning brands: Grand Circle Cruise Line, Overseas Adventure Travel, and Grand Circle Travel. We are seeking a Manager, Digital Customer Experience (Product) to own and continuously enhance the traveler’s digital journey across our trip experiences. This role is responsible for developing and executing a data-driven strategy that improves how travelers discover, explore, and select trips online. You will lead and empower a team of Digital Experience Specialists, leveraging insights, experimentation, and personalization to drive measurable improvements in engagement, conversion, and customer satisfaction. Success in this role requires strong analytical thinking, a test-and-learn mindset, and the ability to influence cross-functional partners across UX, Platform, Brand, and Creative. You will guide the team through change, streamline workflows, and ensure that digital initiatives deliver meaningful business impact.

Requirements

  • 5–7 years of experience in digital merchandising, e-commerce, travel, or a related field
  • Proven experience leading teams in digital experience, product, or content optimization
  • Strong understanding of analytics, A/B testing, and personalization tools (e.g., Optimizely or similar)
  • Demonstrated ability to drive measurable outcomes through data and experimentation
  • Excellent project management and process improvement skills
  • Strong cross-functional collaboration and stakeholder management capabilities
  • Ability to influence and align teams across multiple functions

Responsibilities

  • Define and communicate a data-driven strategy for the digital trip experience grounded in analytics and customer behavior
  • Translate insights and testing results into clear priorities that improve engagement, conversion, and customer satisfaction
  • Analyze site performance and customer interaction data, adapting strategies in real time
  • Own the content, design, and functionality of trip pages, driving key engagement metrics
  • Mentor and develop Digital Experience Specialists to independently identify opportunities and deliver measurable results
  • Establish and execute an A/B testing and personalization roadmap
  • Lead process improvements to streamline workflows and accelerate speed-to-market
  • Ensure clarity of ownership and accountability across cross-functional teams
  • Partner with UX, Platform, Brand, and Creative teams to align initiatives with broader company goals
  • Serve as an advocate for the traveler’s digital experience across all touchpoints
  • Foster a culture of accountability, agility, and continuous improvement

Benefits

  • Health & wellness: Comprehensive and heavily subsidized medical, dental, and vision plans, plus on-site gym access, holistic wellness sessions, and group fitness classes
  • Time for you: Substantial Paid Time Off (PTO), and 11 paid holidays—including Juneteenth, Memorial Day, and Labor Day—and Summer Fridays. Plus, extensive parental leave with up to 12–16 weeks paid at 100% base salary
  • Travel more, spend less: 50% off our trips for you and a companion, 25% for additional immediate family members, and exclusive quarterly associate travel deals
  • Your future, secured: 401(k) with company match, life insurance, and disability coverage
  • Continuous growth: Tuition assistance for professional and personal development, opportunities through overseas travel, and direct access to Pinnacle Leadership & Team Development
  • Extra perks: Commuter benefits, FSA options, pet insurance, home & auto discounts, and paid volunteer time off
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