From Faking It to Making It: How One Concierge Transformed Luxury Travel

Jaclyn Sienna India established her travel concierge service, Sienna Charles, in 2008 with the mindset of “faking it until making it.” Initially, she struggled to secure clients, often telling her husband that they were fully booked despite having no customers. Over the past sixteen years, however, her approach has proven successful, and she now serves high-profile clients, including former President George W. Bush and celebrity figures like Mariah Carey, all of whom have substantial annual incomes exceeding $100 million.

India emphasizes that her success stems not from her clients’ wealth or influence but from her genuine care and understanding of their needs. Drawing on her background as a server, she prioritizes attentiveness and personal connection, which she believes are critical in her line of work.

Her extensive network, dubbed a “black book,” includes over 2,000 contacts in the hospitality industry, covering yachts, hotels, and gourmet restaurants. This network allows her to craft bespoke travel and dining experiences tailored to her clients. India notes that while her clients often have their own visions for experiences they desire, they may lack the necessary resources and creativity to bring those ideas to life. Her ability to understand and realize these visions distinguishes her service.

India’s focus lies not only on offering luxurious experiences but also on ensuring that these experiences are meaningful. For instance, she does not promote the three-Michelin-star restaurant French Laundry because she believes other dining options, like Single Thread Farms, offer more genuine experiences.

Her curated experiences range from hosting exclusive events to fulfilling simple requests. For example, she once arranged a candlelit dinner in Versailles and another time facilitated a brunch on the Arc de Triomphe. Additionally, when President Bush visited Ethiopia, she made sure he felt at home with familiar items like peanut butter and non-alcoholic beer.

Ultimately, India’s philosophy is rooted in a deep care for people, and she dedicates her time to connecting with various individuals to uncover the most exciting and authentic experiences for her clients. She believes that the world of travel extends beyond luxury, emphasizing the importance of authenticity in creating memorable moments.

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