Villa Specialist

Our Vision and Our Company Etiquette

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.

Massachusetts, US

Full-Time, Permanent - Remote working

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.

Head of Sales, North America

Sales Operations Specialists;
Local Concierges;
Properties Team;
Owners;
Finance Team;
Marketing;
Travel Agents

• 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 they 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…