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Jenny Holaday

President of Encore Boston Harbor, Wynn Resorts

Search every verified Jenny Holaday interview, podcast appearance, and on-the-record quote — each transcript cross-checked by AI and human review to confirm speaker identity. Jenny Holaday, President of Encore Boston Harbor, has discussed the casino’s operations and community initiatives in several public appearances in 2024 and 2025. She stated that a planned relocation of the poker room was put on hold due to the company’s evaluation of capital projects while prioritizing a large project in the UAE, and that a new slot area is being created upstairs based on customer demand. Holaday noted that Encore Boston Harbor is the single largest taxpayer in Massachusetts and described the resort’s role in serving shareholders, guests, and communities. She also mentioned the casino’s Feed the Funnel food-packing events, which she said occur twice a year and involve staff and community volunteers. Holaday has spoken about her leadership philosophy and the importance of women in the workplace. She described her leadership style as “down” and said she believes great leadership requires both love and discipline. Holaday stated that she pays close attention to the “paradox of power” and aims to avoid becoming corrupted by authority. She said Boston has embraced having more women leaders and expressed a hope that the workplace would eventually focus on “really smart capable people” rather than gender. Holaday also said she is “super conservative” regarding problem gaming and emphasized that the casino should be a form of entertainment that is not predatory or exploitive.

Recent appearances

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