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Staff

Jennifer Gehly

Jenn grew up on a small, family-owned and operated dairy farm in central New York. After graduating from Hobart and William Smith college in 2007, she began her career with the United States Department of Agriculture as a statistician in New Hampshire. She moved to southern Vermont in 2010 and established strong roots, falling in love with the state. She founded JZG Bookkeeping, LLC in 2020 with Woodstock Community Trust as one of her first clients. In 2023, after 16 years with the USDA, she chose to step away from public service to focus on her growing business. Working with the Woodstock Community Trust has been a rewarding experience; she’s enjoyed watching the organization grow and adapt to the needs of the Woodstock community. In her spare time Jenn enjoys traveling, reading fantasy novels, playing trombone in a town band, and playing pickleball. 

Trena Tolliver

Trena has served as the Operations Manager since 2022. She also administers the Local Deeds Program, where she draws on her experience with property assessment, regulatory compliance, taxation, and finance. As a Certified Project Manager (PMP), her career provides a strong focus on systems, documentation, process improvements and optimizing business operations across diverse sectors. She is dedicated to using her management and problem-solving skills to foster practical, efficient solutions for our local community. 

Trena and her wife Lisa moved to Woodstock in 2017 from Dallas, TX for a lifestyle change. She has contributed her time to the community as Town Assessor, the Woodstock Housing Advisor, and WARF COVID-19 volunteer.

Tesha Buss

Tesha joined the Woodstock Community Trust in 2025 as its first Interim Executive Director. Tesha opened her business, Good Commons in Plymouth in 2004 and a decade later started her family in Woodstock.  Being community and solutions minded, she led the Rainbow Playschool expansion project; developed the Mt. Rainbow Community Solar array; co-founded the afterschool program, The Community Campus; and served as our State Representative for two years. She utilized the Woodstock Municipal housing program to create a one-bedroom unit dedicated to housing local educators. Tesha’s first career was in theatre, performing on Broadway as well as working in production management for projects such as Times Square New Year’s Eve, events at Henri Bendel, and industrials for Vitamin Water. She believes rural towns rely upon community investment in order to realize their potential, create a more vibrant culture and plan for the future.   
 

Trustees

Jill Davies

Jill was a member of the Woodstock community 2009-25. After years of working in the corporate world as a management consultant, she brought her expertise and experience to community-strengthening projects and helped create equitable housing opportunities for community members. In addition to serving on the board of Woodstock Community Trust  and the leadership teams of The HUB and Local Deeds Projects, she served on the Woodstock  Town Finance Committee, the Investment Advisory Committee, and as Town and Village Public Trustee of Funds. She also served on the Woodstock Selectboard as well as the boards of the Ottauquechee Health Foundation and Sustainable Woodstock.

Todd Erceg

Todd has been fascinated with charm and beauty of Woodstock since traveling here as young boy, and finally became a resident in 2021.   He is a Research Administrator at a large hospital system in Boston with the ability to work remotely, and he brings a sound understanding of the grant life cycle for both national and international grant sponsors. Besides his job, Todd is currently on the Town Finance Committee and finds enjoyment in initiatives that support community resiliency.  On his free time, he enjoys gardening, and spends time at his exotic fruit farm in Puerto Rico.

Emily Friedman

Emily grew up skiing around the Woodstock area and was thrilled to make the town her full-time home in 2022. Her background is in outdoor recreation, having served with the Maine Conservation Corps, Massachusetts State Parks, and the National Park Service in Colorado. She currently works remotely with a coalition around Zion National Park in Utah on community planning efforts centered around their unique recreational assets. She strongly believes in the importance of long-term collaboration. As a resident of Woodstock’s East End, she is particularly enthusiastic about East End Park and the opportunities it provides. 

Andrew Heyward

Andrew and his wife Priscilla Painton became full-time Woodstock residents in the fall of 2021, moving here from Manhattan. Andrew had a long career in broadcast journalism, mostly at CBS News, where he held numerous assignments, including President from January 1996 through November 2005. Andrew is now focused on strengthening local journalism and serves as an advisor to a leading television station group; MIT’s Center for Constructive Communication; and the Center for Community News at the University of Vermont. 
 

Pam Mathews

Pam has been a part-time resident of Woodstock since 2011 after years of enjoying trips to the area in the winter and summer. She brings more than 30 years of professional communications and development experience working with organizations of all sizes in both the for-profit and non-profit sectors. For the past decade, her focus has been on working with growing small to mid-size non-profit organizations in Boston that need help with strategic planning, development, communications strategy, basic business management, and grants management and writing. Her volunteer passions center around groups that provide affordable youth development services and health care to lower income communities.

Caitlin McCurn

Caitlin McCurn grew up in Massachusetts and moved to Woodstock with her family in 2021 from Brooklyn, New York. She currently serves as Senior Director of Global Programs at UNICEF USA where she supports efforts to reach the world’s most disadvantaged children and protect the rights of every child. Her portfolio areas include education, early childhood development and gender equality. Her previous experience includes work on transitional justice, international development, and humanitarian programming in Europe and Africa. She is passionate about equitable housing and enjoys working with others to build a more just and vibrant community.

Mariza McKee

Mariza is a finance lawyer and well-being advocate who joined the Woodstock community in 2021 after relocating with her family from Chicago. She is a partner at a national law firm and leads her firm’s well-being initiatives to create supportive and sustainable workplace culture. Mariza serves on the Board of Directors of IIUSA, a national organization that advocates for economic development and job creation, and she chairs its Best Practices Committee. She is also on the Advisory Board for TEDx-HartlandHill, an international platform for sharing ideas and inspiring positive change in the Woodstock community. Collective well-being is important to Mariza and she values collaboration and innovation in service of her communities.

Greg Olmstead

Greg is a Vermont native and moved with his family to Pomfret in 2018 from Fort Collins, Colorado. While working remotely as an estimator for a commercial contractor, Greg also volunteers as a firefighter with the Pomfret-Teago Fire Department and for the Saskadena Ski Patrol. Having grown up in a similar Vermont community, he has learned the importance of accessibility and the need to support and sustain the region's economy and environment. Greg hopes to share his deep appreciation for the history and natural beauty of the state with others while contributing to community-centered solutions through the work of the Woodstock Community Trust.

Wendy Spector

After several years in private sector marketing positions, Wendy pivoted to non-profit governance and positions in local government. Wendy and her husband Jon became Woodstock homeowners in 1999 and moved here full-time from Weston, Massachusetts, in 2014. She quickly became involved with the community as a Pentangle Arts board member and chair, Woodstock EMT, Saskadena Six Ski Patrol, and member of the WARF:COVID-19Town Hall Rejuvenation Project, and TEDXHartlandHill leadership teams. Wendy also serves on the Woodstock Village Development Review Board, manages volunteer recruitment for Bookstock, and during ski season volunteers as a Killington Mountain Ambassador. In 2024 Wendy retired as Digital Media Manager forThe Sharon Academy and in her new spare time helped to launch Woodstock Village Conservancy, a new Project of Woodstock Community Trust. Wendy loves Woodstock and Vermont and wants to help the community thrive.

Sarah Glasser Tucker

Sarah is dedicated to expanding housing access and strengthening the Woodstock community. She serves on the Town of Woodstock's Planning Commission and brings a background in design and project management to her work in housing and community development. Since moving to Woodstock with her family in 2020, Sarah has been a local worker—first at ShackletonThomas and now at Dartmouth—gaining firsthand insight into the challenges of housing accessibility. With two children in Woodstock schools, she is committed to creating a thriving, sustainable community for all residents.

Nancy Winter

Nancy is a naturalist specializing in habitat restoration and is an advocate for land conservation. She has served in leadership roles with The Nature Conservancy, Field Museum of Natural History, Teton Regional Land Trust, Prairie States Conservation Coalition, and Morton Arboretum. She is also a lifelong equestrian and was shortlisted for the 1984 Olympics, with terms as the Vice President of the North American Riding for the Handicapped Association and the President of the Equine Land Conservation Resource. Nancy recently relocated to Vermont after a life rooted in the Illinois prairie and has become involved in regional conservation issues of the Northeast.