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Christine Trippi
Restaurateur / hotelier
- Discipline
- Other
i. Biography
Christine Trippi’s career reads like a long, attentive study in how hospitality works at its best: not merely as a sequence of jobs, but as a craft built on timing, composure, and the ability to make complex operations feel seamless to the people moving through them. Based in Chicago, Illinois, US, she has served as CEO of The Wise Pineapple since 2020, and she also hosts The Yes Show, bringing the same instinct for presence and connection that has shaped her path through hotel operations, guest experience, and sales leadership.
The Climb
Christine Trippi began her career as Assistant General Manager at Hampton (1987–1988), a first step that placed her close to the core rhythms of hotel life and the many details that determine whether a stay feels merely functional or genuinely welcoming. From there, she moved into front office management at Crowne Plaza® Hotels & Resorts (1988–1991), where the front desk becomes its own kind of stage: arrivals, departures, questions, expectations, and the careful orchestration required to keep everything moving with ease. Her next roles deepened that foundation in quick succession. She served as Convention Services Manager at Sheraton Chicago O'Hare Hotel (1991), then as Catering Sales Manager at Knicker's Resturant and Banquets (1991), where the work would have called for an especially nimble balance of detail, hospitality, and sales instinct. In 1992, she took on Front Office Manager at Holiday Inn Hotel and Conference Center (1992), before moving to Sales Catering Manager at Hilton (1992–1994). Across these years, her career steadily gathered momentum, with each position adding another layer to her command of hotel operations and guest-facing leadership. Afterward, Christine served as Guest Service Supervisor at Hampton (1995–2005), a decade-long stretch that suggests both continuity and trust, as well as a sustained focus on what it takes to shape an experience from the guest’s point of view. During that period, she also worked as Independent Sales Consultant at Lady Remington Fashion Jewelry (1997–1999), an interlude that broadened her sales perspective and showed the flexibility of a professional who could move between industries while remaining anchored in service and relationship-building. Her next appointments continued to widen the lens. As Front Office Manager at Marriott Hotels (2005–2007), she returned once again to the practical center of hospitality. She then became Assistant General Manager at Residence Inn by Marriott (2007), before stepping into one of the more distinctive chapters of her career as director of guest and Crew Member Experience at KeyLime Cove Indoor Waterpark Resort (2007–2011). That title alone suggests a role concerned with the full atmosphere of a destination: the guest experience, yes, but also the morale and coordination of the crew members behind it. Christine also served as On-site Meeting Consultant at American Academy of Pediatrics (2008–2010), a position that reflects her versatility in event and meeting environments, where logistics, diplomacy, and precision tend to matter in equal measure. She later became Award Winning General Manager at Marriott International (2011–2015), a title that marks a peak in responsibility and recognition, followed by Senior Manager of operations, Marriott Select Brands at Marriott International (2015–2020). Through these years, the throughline remains clear: a career built on leadership that is practical, guest-centered, and deeply attuned to the moving parts that keep a hospitality business running. Today, Christine is CEO of The Wise Pineapple (since 2020), continuing to shape her work from a position that draws on decades of accumulated experience across hotels, service environments, and sales. Alongside that role, she hosts The Yes Show, extending her voice into a new format while remaining grounded in the same professional instincts that have long defined her career.
Today
She is the CEO of The Wise Pineapple in Chicago and has led it since 2020. Her current work also includes hosting The Yes Show, adding another dimension to a career that has always been shaped by communication, responsiveness, and an understanding of how people experience a place, a team, or a moment in time.
Recognition
Her career spans hospitality leadership and sales, including her role as Sales Catering Manager at Hilton. That experience sits within a wider professional arc marked by steady advancement, operational fluency, and the kind of guest-facing expertise that is built over years, not months.
Profile updated July 2026
FAQ
Asked of Christine
What is Christine Trippi's current role?
As of 2026, Christine Trippi is CEO.
Where did Christine Trippi work before?
Christine Trippi's earlier career included Hampton, Crowne Plaza® Hotels & Resorts, and Sheraton Chicago O'Hare Hotel.
