Jaclyn Sienna India established her boutique travel concierge, Sienna Charles, in 2008 with the mindset of “fake it until you make it.” In the early days, she faced skepticism from her husband as she handled inquiries from potential clients while lacking any actual customers. She recalls times when people would reach out after seeing her articles, inquiring about trips to places like Disney or New Jersey. During those moments, she would apologize and claim to be fully booked with high-net-worth clients, though that was far from the truth.
Fast forward sixteen years, and her strategy has proven successful. India now caters to high-profile clientele, including former President George W. Bush and celebrities like Mariah Carey. Her clients typically have annual earnings exceeding $100 million, leading her to provide services that go beyond what they could achieve on their own.
India attributes her success to the personal touch she offers rather than merely connections or wealth. With a background of working as a server for five years, she emphasizes the importance of understanding her clients’ needs and delivering genuine care. She maintains a “black book” with over 2,000 contacts in the hospitality business, which she utilizes to craft exclusive travel and dining experiences.
She believes that while her clients may have significant influence, it is her ability to listen and translate their visions into reality that sets her apart. India mentioned that she prioritizes the authenticity of experiences over conventional luxury. For example, while she could easily secure reservations at high-end restaurants, she opts to recommend experiences that she finds more engaging, such as dining at Single Thread Farms instead of the well-known French Laundry.
Some standout arrangements include a candlelit dinner at Versailles or brunch atop the Arc de Triomphe. Additionally, she facilitates meaningful encounters, like breakfasts with the Hermes family or lunches with the Fendi family in Rome.
India has also catered to more personal requests. When President Bush visited Ethiopia, she ensured he felt at home with peanut butter and non-alcoholic beer, and arranged a warm welcome with local children wearing Texas Rangers caps.
This commitment to connecting with people at every level—from cab drivers to restaurant staff—allows her to find exceptional options for her clients. India firmly believes that the essence of her service lies in providing authentic experiences that resonate with her clients beyond the superficial allure of luxury.