From Serving Tables to Serving Celebrities: The Journey of Jaclyn Sienna India

Jaclyn Sienna India founded her boutique travel concierge service, Sienna Charles, in 2008 with the mindset of “faking it until making it.” In the early days, she would take calls from potential clients interested in trips to Disney or New Jersey, even though she had no actual clients to service. Fast forward sixteen years, and that strategy has paid off as India now serves an impressive roster of clients, including world leaders and celebrities, many of whom earn over $100 million a year.

India emphasizes that her unique value lies not in her power or connections but in her genuine care and understanding of her clients’ desires. With a background in hospitality, having spent five years as a server, she knows how to meet the emotional and experiential needs of her high-net-worth clientele.

Sienna Charles features an extensive “black book” of over 2,000 contacts in the hospitality industry, allowing India to craft extraordinary travel and dining experiences. She listens closely to what her clients want to achieve, using her insight to create tailored experiences that often exceed their expectations.

India seeks to provide authentic experiences rather than just glamorous ones. For example, despite the allure of the renowned French Laundry restaurant in Napa, she prefers to recommend places like Single Thread Farms that offer a more compelling experience.

Her portfolio of unique arrangements includes captivating experiences such as a candlelight dinner at Versailles and brunch on the Arc de Triomphe. She also facilitates meetings with influential figures, such as the Hermes and Fendi families.

India’s attention to detail even extends to simpler comforts for her clients. For instance, during a trip to Ethiopia, she ensured former President George W. Bush had peanut butter and non-alcoholic beer, alongside a warm welcome from local children wearing Texas Rangers caps.

Ultimately, India believes that true luxury is found in authentic experiences, and she dedicates her time to connecting with people across various sectors to identify the most interesting options for her clients.

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