Leadership & Legacy Series

Since 2012, the Vermont Legacy and Family Enterprise Awards (VLFEA) have celebrated enterprises committed to excellence and sustainability. In 2025, we continue the spirit of the Awards with a Leadership & Legacy Series, that shines a spotlight on companies that exemplify vision, resilience, and impact in their industries and communities. This year’s theme, Celebrating Longevity, honors organizations whose enduring success reflects not only strong leadership but also the lasting legacies they continue to build. Join us as we recognize these outstanding companies and the lessons they offer for generations to come.

Past and present VLFEA winners

On Friday, September 26th, the Grossman School of Business hosted a Leadership & Legacy Series Panel celebrating the theme of longevity, and the milestone anniversaries of the following moguls of family enterprise:

Casella Waste Systems, Inc., Rutland, VT – 2023 | Vermont Legacy Award Winner | 50 Years of Sustainable Innovation

Celebrating 50 Years of Environmental Leadership: For half a century, Casella has been more than a business—it's been Vermont's partner in building a sustainable future. From pioneering waste solutions to championing environmental stewardship, this enterprise has proven that prosperity and sustainability go hand in hand. Here's to the next 50 years of innovation, growth, and protecting the Green Mountain State we all love.

 von Trapp Family Lodge & Resort, Stowe, VT – 2019 | Multi-Generation Global Family Enterprise Award Winner | 75 Years of Austrian Hospitality

Celebrating 75 Years of Mountain Magic: From the Austrian Alps to the peaks of Stowe, the von Trapp family has created a legacy of warmth, tradition, and unforgettable experiences. For three-quarters of a century, guests have found more than accommodation here—they've discovered a piece of Austria in Vermont's heart. As we celebrate 75 remarkable years, we look forward to countless more seasons of hospitality, music, and mountain memories.

Tauck, Wilton, CT – Pioneering Co-Founders of UVMs Family Business Initiative | 100 Years of World-Class Adventure

Celebrating a Century of Family Excellence: One hundred years ago, the Tauck family began a journey that would take millions of travelers around the world. Through four generations of leadership, including Chuck and Robin Tauck's continued dedication to excellence, this family business has redefined what it means to explore the world with purpose and style. A century of trust, innovation, and unforgettable journeys—with endless horizons still ahead.

Photos from the 2025 Leadership and Legacy Event (PhotoShelter)

VLFEA Fast Facts

  • Established in 2012
  • 50 winners altogether which, combined, make up:
    • 3,233 years in existence
    • > $6 billion annual sales
    • 27, 750 employees
  • Part of the UVM Grossman School of Business Family Business Initiative

Award Winners by Year

1st Generation Family Enterprise

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These are start-ups or purchased firms with multiple family members in ownership or operations.

Multi-Generation Family Enterprise

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Family firms that have completed at least one generational transfer within the family.

Multi-Generation Global Enterprise

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Family firms that have completed at least one generational transfer within the family.

Vermont Legacy Enterprise

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Vermont based business recognized for outstanding and long lasting success.