Villa Specialist - US Based

The Thinking TravellerBoston, MA
17dRemote

About The Position

Our vision is to be the world’s most thoughtful villa company. To achieve our vision, we are thoughtful, we work with integrity, and we take a principled, considerate, proactive, and passionate approach to what we do. Every day. We have a unique opportunity for a passionate salesperson who loves the Mediterranean, to join our brand-new US team as a Villa Specialist. This isn’t just another sales role, it’s a chance to be part of our expansion, as we open our new US hub, shaping its culture, and leading the next chapter of our global expansion. As a Villa Specialist, you’ll be at the forefront of driving revenue growth and expanding our customer base by promoting and selling our exceptional portfolio of villas. Your passion, energy, and deep knowledge of the Mediterranean will help create unforgettable holiday experiences for our clients, inspiring them to return year after year.

Requirements

  • You are passionate about travel and have a natural curiosity for all things Mediterranean.
  • Proven track record of exceeding sales targets, demonstrating consistent top performance and the ability to convert high-value opportunities.
  • Strong influencing and negotiation skills.
  • You embrace a customer-centric approach. You’ll need to show us that you can be adaptable and build trust with clients from all over the world and from all types of cultural backgrounds. For this, you’ll need to be a confident and articulate communicator both over the phone and via email, with fantastic listening skills.
  • You will need to show us that you are extremely organized, with great attention to detail and a talent for retaining and recalling information.
  • You are positive, solution-driven with the ability to think on your feet, troubleshoot challenges, and figure things out independently, especially when working autonomously in a new office environment.
  • Entrepreneurial mindset with the drive to build something new, thriving in an environment where autonomy, initiative, and accountability are key

Nice To Haves

  • Fluency in a second European language is a bonus.

Responsibilities

  • Respond to new leads and enquiries via phone, live chat or email, adhering to our brand standards and procedures.
  • Meet and exceed your individual sales targets while providing unparalleled service to every client - with integrity, care, consideration and thoughtfulness, allowing us to maximize customer satisfaction.
  • Proactively seek out and nurture new business opportunities, building a strong pipeline of qualified leads in addition to handling inbound enquiries.
  • Collect all relevant client information and craft thoroughly researched, personalised proposals that go beyond expectations
  • Educate enquirers about the features, amenities, and benefits of our holiday villas, tailoring your approach to their specific needs and preferences.
  • Respond to client questions, concerns, and requests promptly and professionally, offering personalized solutions to enhance their experience and ensure you meet our lead conversion KPIs.
  • Liaise closely with our Properties team on strategic price reductions and inventory management, in order to balance client needs with revenue optimisation.
  • Establish and build relationships with prospective clients. Communicate the distinct advantages and benefits of booking with The Thinking Traveller.
  • Develop and cultivate strong bonds with previous clients, ensuring that feel valued and engaged throughout the year, leading to the growth of our ‘Repeat & Recommend’ business.
  • Take proactive ownership of your personal book of business, engaging regularly with clients to drive repeat bookings and referrals, anticipating their needs rather than waiting for requests.
  • Immerse yourself in our villa portfolio and destinations, including property details, availability, and pricing.
  • Continuously nurture and enrich your knowledge of services and experiences, enrich client stays and actively seek client feedback to enhance our offerings and the presentation of villas on our website.
  • Collaborate with your Villa Specialist peers, Sales Operations Specialists, and Local Concierge teams to create a synergy of knowledge, contributing to the evolution of our product knowledge database.
  • Stay informed about local attractions, events, and travel trends to provide clients with recommendations and personal insights for an extraordinary holiday.
  • Ensure that all relevant information about each booking/particular group is accurately and completely recorded on our system in order to guarantee a smooth information flow between teams.
  • Proactively liaise with internal teams to address client requests promptly, mitigating any barriers to converting an enquiry into a villa booking.
  • Ensuring that all booking details (including client contact details, background, group information, and special requests) are recorded on the notes to owners before passing the bookings to the Sales Operations Specialists and then the Local Teams.
  • Support the wider sales process by managing essential administrative tasks such as client moves, balance payments, handling general queries, and responding swiftly to emergency situations to ensure seamless client service.
  • Working alongside the Finance team, provide answers to all finance-related questions from clients, including the processing of payments and cancellations.
  • Leveraging our CRM system (ZOHO), always maintain a clean and organised opportunity pipeline, including accurate and up-to-date records of client interactions, sales activities, and inquiries.
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