Orly is the founder of Strolling of the Heifers. Previously, she served as a learning specialist with the Windham Central Supervisory Union for 24 years. She has a BA in Psychology and Education from Boston University, and Master of Education degree in Psychology and Special Education from Keene State College. She also built a profitable private consulting business, training teachers in cutting-edge educational techniques. Drawing on this background, she gathered a group of volunteers in 2001 to help focus attention on the difficulties of small family farms in the Brattleboro region. Building an organization with no startup funding, under Orly’s leadership they organized the first annual Strolling of the Heifers in 2002. Orly attracted corporate sponsorships ranging from national brands to local businesses, and with the growth in the local foods movement since then, “the Stroll” has expanded to a full weekend which is annually rated one of Vermont’s Top Ten Summer Events (and was rated one of America’s Top 10 Summer Festivals in 2013, and one of North America’s Top 100 Events in 2014). Over the years, Strolling of the Heifers also launched educational programs, a microloan fund, and farm internship program for youth, which are now all carried on by other organizations; the farm/food business planning competition; the Locavore Index; Farm to Table Apprenticeship Program; Windham Grows; and now the Farm/Food Innovation Center at the River Garden. Orly was named the Brattleboro Area Chamber of Commerce Person of the Year in 2010, and in 2013 she received the Vermont Community Leadership Award from the Vermont Council on Rural Development. She received the Vermont Land Trust's Rick W. Carbin Community Conservation Award in 2018. Under Orly’s leadership, in 2006 Strolling of the Heifers received the Harvest Wave of the Future Award from Glynwood.

Jim is the Director and Entrepreneur in Residence of Windham Grows, a business accelerator that was created by the Strolling of the Heifers and is designed to nurture the next generation of innovative food and agriculture entrepreneurs. Prior to running Windham Grows Jim co-founded three socially responsible businesses focused on energy and waste management automation systems, and workforce development. Jim was a co-founder of Ruralogic, a "re-shoring" firm created to counter the trend in outsourcing US jobs to third world countries, He helped bring 2,900 high-tech jobs to rural Louisiana and Pennsylvania that would have otherwise gone overseas.

Cairn Cross is a co-founder of FreshTracks Capital in Shelburne, Vermont, and serves as a managing director of the Fund.  He serves on the boards of FreshTracks portfolio companies Vermont Teddy Bear, NativeEnergy, Faraday, Budnitz Bicylces and Mamava. Prior to starting FreshTracks Cairn was a strategic and financial adviser to Vermont banks and growth businesses, the assistant general manager of Green Mountain Capital, L.P. from 1996 to 1998, and spent a decade working as a commercial banker. In 2014 he created Road Pitch — a four-day motorcycle tour around Vermont bringing investors and entrepreneurs to seven towns to listen to entrepreneurs pitch their ideas. He is a former member of the Vermont Board of Public Accountancy and was formerly a director and vice chairman of Opportunities Credit Union and formerly a director of the Vermont Community Loan Fund. In 2011, the United States Small Business Administration named Cairn its Vermont, New England and National Financial Services Champion. He earned a B.S. (1981) from Montana State University and an MBA (1987) from New Hampshire College (now Southern New Hampshire University). He received a graduate certificate from the Stonier Graduate School of Banking in 1995. Cairn serves as a Windham Grows Entrepreneur-in-Residence.

Slow Living Summit Coordinator, Jennifer Brandt, brings years of marketing experience for a variety of clients ranging from Sony to small non-profits. Jennifer’s extensive marketing experience gives her access to a vast professional network of marketing and creative heavy-hitters that can be assembled for projects with even the most daunting marketing and creative challenges. Her passion for sustainable food systems makes her work with Strolling of the Heifers more like a dream than a job. While not working on organizing spectacular events or creating new marketing materials for clients, you can find her exploring new food around the world whether it be via food stall, beach shack and even the occasional high-end meal.