jairo triguero


Jairo is a proud lifelong resident of Sleepy Hollow, having called the village home for over 25 years. A product of the local public schools—from John Paulding through Sleepy Hollow High School—Jairo has deep roots in the community and a firsthand understanding of the changes and challenges the village has experienced over the decades. He grew up on Beekman Avenue in the heart of Sleepy Hollow’s downtown and has always remained closely connected to the place he calls home.

Jairo is best known to many residents through his work managing Grape Expectations, a local favorite where he has spent years building meaningful relationships, hosting community events, and supporting local causes. Whether catering fundraisers, helping organize celebrations, or simply chatting with neighbors, Jairo is deeply engaged with the everyday life of Sleepy Hollow residents.

Professionally, Jairo trained at the Pennsylvania Culinary Institute and has worked in the food and hospitality industry across the country—from high-end catering events like the Jack Nicklaus Golf Tour in Ohio to revitalizing menus in restaurants in Miami, New York City, and right here in the Rivertowns. No matter where his career has taken him, Jairo has always returned to Sleepy Hollow—drawn by its history, diversity, and sense of community.

Jairo is running for Village Trustee because he believes that strong leadership starts with listening. He is committed to representing the voices of all residents and helping guide thoughtful growth while preserving the charm, affordability, and inclusivity that define Sleepy Hollow. With deep community ties and a passion for public service, Jairo is ready to serve and make a difference.