ABOUT CONTEXT TRAVEL
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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
Senior Delivery Associate, Client Experience, Asia‐Pacific
LOCATION
Remote role
SCHEDULE
Monday‐Tuesday, 7:30 am‐4:30 pm ET, Wednesday‐Friday 3 pm‐midnight ET (Wed‐Fri hours required in order to crossover with APAC Regional Director working Japan.)
SALARY
Commensurate with experience
Context Travel is a remote team and has a preference to hire in the following states: CO, CT, DE, DC, FL, IL, ME, MA, NJ, NY, NC, PA. While we are open to hiring outside of these states, you must be located near a major metropolitan area. Please note your location and your closest international airport in your application.
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 a Senior Delivery Associate, Client Experience for our Asia‐Pacific region, to support client, advisor, and expert communications as well as operational workflows for our high‐quality tours in Japan, Seoul, Singapore, and Sydney. In this role, you will attend to 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 APAC Delivery Director, and works closely with the APAC Operations Manager.
ROLE AND RESPONSIBILITIES
Regional sales management and customer support
Balance and action inbox workload to ensure personal, timely and accurate response to all regional client and advisor enquiries across all communication channels
Nurture strong relationships with both first‐time and returning clients and advisors by email and phone
Maintain full ownership of the journey of identified VIP, Biz Critical, and high value clients
Provide expert guidance to clients and advisors on our brand, product portfolio, and the destinations we serve
Work with clients and travel advisors to build itinerary proposals, modify, and manage orders efficiently
Client value maximization: Identify opportunities to upsell and cross‐sell thoughtfully, maintaining warmth and discretion
Manage 1:1 guide communications related to scheduled tours and daily operational needs
Ensure accurate and timely transfer of essential client information to fulfillment teams, guides, partners, and on‐the‐ground guides
Operational support and collaboration
Provide regular, ongoing support for regional operations, such as
QA upcoming tours
Action client operations tasks
Review orders and assign guides
Annual tour product maintenance
Partner with regional staff and global contractors to ensure accurate and seamless delivery of tours
Develop a thorough understanding of end‐to‐end operations, tour products and expert community to offer clients clear information, personalized suggestions, and actionable guidance, and participate in regional operations workflow
Proactively identify and elevate 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
Native‐level English written and spoken (required), with strong professional judgement in sensitive client and expert‐facing communications
Deep familiarity with and passion for Japan (required), including 3+ years lived or directly relevant professional experience, with a knack for inspiring others to visit.
Comfort collaborating across global time zones with 2‐3 days a week crossing‐over with JST in order to work closely with the APAC Regional Director (required)
Japanese language ability (preferred)
Demonstrated autonomous ownership: can triage, decide, and close loops without heavy supervision. Sincere enthusiasm for connecting with clients 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
Cultural sensitivity—you have experience and/or interest in working with colleagues and people from around the globe
Versatility in managing a wide range of tasks and responsibilities in a fast‐paced environment
Close attention to detail and strong working memory
Comfortable self‐serving on information and not afraid to ask questions for clarification
A curious, learning‐driven mindset—you'd happily be one of our clients yourself
3‐5 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 enrichment stipend to pursue personal and professional interests
Tech stipend
Flexible PTO (with no caps, encouraged minimums, and parental leave)
A remote‐first work policy — we have colleagues based in all four corners of the world
An annual company retreat to connect and celebrate with colleagues in person. (Past locations include New York City, Philadelphia, Lisbon, Barcelona, Mexico City, and Berlin. 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. xqysrnh If you have a disability or special need that requires accommodation, please let us know.