Today’s guest is Perry Bliss of The Old Field Vineyards in Southold, a place that’s been farmed by her family for more than a century and has played an important role in the story of North Fork wine.

Perry grew up on this land, returned to it, and helped guide The Old Field through generations of change, from vegetables to vines, from family tradition to modern winemaking, all while staying deeply connected to the people and the place around her.

In this conversation, we talk about legacy, farming as a family, learning to embrace change, and what it means to be present for a place from start to finish. And toward the end, Perry shares openly about the difficult decision her family made to sell the property, and why, not as an ending, but as part of a much longer story.

Today I’m joined by Bob McInnis, who many of you know as the North Fork’s go-to marketing mind behind some of our most recognizable local businesses and organizations. Bob is the founder of McInnis Digital, where his team helps clients grow through smart websites, search and AI optimization, social media, email marketing, automation, and both print and digital advertising, along with photography and drone services.

We talk about his work with businesses and organizations like Southold Fish Market, Suffolk Security, Jernick Moving & Storage, North Fork Sanitation, the Shelter Island Chamber of Commerce, the Mattituck Park District, the Greenport Miniature Railroad, and many others. Bob reflects on what makes local organizations endure, and what it takes to stay strong as the North Fork continues to grow and change.

Bob and his wife became year-round Greenport residents in the mid-1990s, initially using it as a home base between international travel as speakers and consultants on local business growth. Over time, Bob made the decision to stay put, focus his expertise locally, and raise his three children through the Greenport public school system.

We also look back at Bob’s earlier years, from growing up outside Boston to attending Dartmouth College, where he led the Dartmouth Entrepreneurs group and helped found the National Association of Collegiate Entrepreneurs. Today, he’s a frequent guest lecturer at Hofstra’s Zarb School of Business and a longtime board member of the North Fork Chamber of Commerce, deeply invested in the future of this community.

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Today’s guest is Patricia Hammes, a Greenport resident who has played a central role in shaping conversations about growth, planning, and community life in the village.

Patricia brings a background that predates her time on the North Fork, and that broader experience has informed her work locally, most notably through her service as Chair of the Greenport Planning Board, where she has dedicated a great deal of time and service to the community.

In 2025, she also ran for the Greenport Village Board, coming just shy of a win and further solidifying her commitment to public service and civic engagement.

Today, we’ll talk about her path to Greenport, what drew her into local governance, how she thinks about balancing change with preservation, and her hopes for the village’s future.