Delivery Associate, France, UK, or Italy

ABOUT CONTEXT TRAVEL

Context Travel is a global day tour operator that connects intellectually curious travelers with local subject matter experts in over 60 destinations around the world.  Our guests often tell us that we are the best part of their trip, and we take great pride in creating unforgettable moments that are treasured for a lifetime. 

Context is a B-Corp and a long-standing company founded in 2003. We have been backed by growth equity since 2017.
 

ROLE: Delivery Associate specialized in France, UK, or Italy
LOCATION: Remote role, ideally based out of the Philadelphia metro area
SCHEDULE: Monday-Friday, ET
SALARY: Commensurate with experience
 

JOB DESCRIPTION

Context’s Delivery team ensures the seamless execution of exceptional cultural experiences for all stakeholders—clients, travel advisors, guides, vendors, venues, and partners. We create highly personalized experiences while maintaining smooth and efficient operations.

We are seeking Delivery Associates specialized in France, UK, or Italy to support client and advisor communications and operational workflows for our high-quality tours. In this role, you will focus on the full client journey: from pre-booking trip planning and experience selection, to post-booking adjustments, on-the-ground support, and ensuring post-trip feedback is collected and acted upon.

The role reports into the regional Delivery Director.

ROLE AND RESPONSIBILITIES

• Sales and customer support [primary focus]
  • Nurture strong relationships with both first-time and returning clients and advisors;
  • Provide expert guidance on our brand, product portfolio, and the destinations we serve;
  • Assist with booking, modifying, and managing orders efficiently;
  • Client value maximization: Identify opportunities to upsell and cross-sell thoughtfully, maintaining warmth and discretion;
  • Ensure accurate and timely transfer of essential client information to fulfillment teams, partners, and on-the-ground guides.
• Cross-functional support and collaboration
  • Provide support for fulfillment, portfolio, and guide community initiatives, both temporary and ongoing.
  • Manage 1:1 guide communications related to scheduled tours and daily operational needs.
  • Partner with fulfillment staff and contractors to ensure accurate and seamless delivery of tours.
• Develop a thorough understanding of end-to-end operations to offer clients clear information, personalized suggestions, and actionable guidance.
• Proactively identify and escalate client pain points, collaborating across teams to continuously improve processes and service.

 Additional responsibilities:

• Mentor and train seasonal contractors and Delivery colleagues 
• Actively contribute to weekly Delivery team and cross-regional meetings
• Participate in region agnostic initiatives

WHAT YOU’LL BRING

• Deep expertise in—and genuine passion for— France, the UK, or Italy, with a knack for inspiring others to visit. Related foreign language skills a plus.
• Genuine enthusiasm for connecting with people both via email and over the phone.
• An eagerness to close the sale and celebrate the win.
• Resilience and composure—you handle unhappy clients with empathy and a thick skin.
• Versatility in managing a wide range of tasks and responsibilities in a fast paced environment
• A curious, learning-driven mindset—you’d happily be one of our clients yourself.
• 2-3 years work experience in a related role. Travel or hospitality industry experience is a plus.

In exchange, we are thrilled to offer:

• A supportive, mission-oriented work environment with colleagues who care
• Unlimited access to digital lectures and, audio guides, and in-person small group tours
• Annual learning & wellness stipend to pursue personal and professional interests
• Tech stipend
• Flexible PTO (with no caps, encouraged minimums, and parental leave)
• A remote-first work policy
• An annual company retreat to connect and celebrate with colleagues in person. (Past locations include New York City, Philadelphia, Lisbon, Barcelona, and Mexico City. In 2024 we took the whole company to our birthplace, Rome, to celebrate our 20th anniversary.)

Context Travel is an equal-opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. If you have a disability or special need that requires accommodation, please let us know.