Board of Directors

Board of Directors

our town st helena jordan bentley, BOD

Jordan Bentley
Board President

Jordan Bentley is a St. Helena native and a partner at Wine Country Consultants, a real estate firm focused on legacy vineyards and wineries, where she joins her mother and brother. Jordan has a BA from Colorado College and an MFA in photography from Massachusetts College of Art and Design. Besides OTSH, Jordan is on the Board and is President of the St. Helena Cooperative Nursery School. Jordan and her family are committed to helping St. Helena thrive—retaining the small-town character of the town where she and her husband are now raising their two sons.

Michael Caldarola

Michael Caldarola and his wife moved from San Francisco to St. Helena in 1995.  He retired in 2013, having worked for 30 years as a research attorney at the Sixth District State Court of Appeal in San Jose, where he drafted judicial opinions in all areas of California law.  For six years, he served on the Board of the UpValley Family Centers, where he continues as a volunteer in their low-income tax preparation program.  Currently, he is on the Board of the White Barn helping produce events and further arts education.

Dan Hale
vice president

Dan Hale and his wife Christine brought their family to St. Helena in 2001. His career projects range from the design and creation of furniture, sculpture and lighting, to interior and architectural design. His approach begins with observation and a deep understanding and reverence for the history and capacity of built environments to sustain and uplift the people and societies who undertake to build them. Dan’s four-year service as a St. Helena Planning Commissioner recently ended and he is ready to serve on our board.

our town st helena welcomes Ryan Heywood to our BOD

Ryan Heywood 


Ryan Heywood graduated from SFSU with a degree in industrial design and works in his father’s construction business. He’s a St. Helena native whose roots go back five generations, so he understands the increased challenges of finding affordable housing in Napa Valley. A small-scale landlord working on nontraditional housing in the Upper Valley, he hopes to translate his own experience to OTSH, helping the organization retain and build affordable housing. Ryan’s previous volunteer experience includes working with Napa County Las Posadas 4-H Camp.

our town st helena joe McGrath is on the OTSH Board

Joe McGrath 


Joe McGrath was born and raised in St. Helena, has a BA from UC Berkeley and an MS from Stanford. He spent the early part of his career in residential design and construction, and the next 20 years as a leader in product development, manufacturing, operations, and global supply chain management in Silicon Valley. For the last decade, Joe has focused on residential real estate investment and development of multifamily apartments. He is a licensed general contractor and owns several properties in St. Helena and the North Bay. Joe understands the challenges of building affordable housing and is leveraging his experience to pursue creative ways to drive down the costs of building while ensuring a quality product. He brings invaluable insights to OTSH.

Polly Ogden

Polly Ogden has lived in Napa Valley for over 40 years, and St Helena since 1998. She is a California licensed general contractor and worked for three years as a construction project manager with a local St Helena General Contracting firm before starting Polly Ogden Associates in 1982, her own design and building firm. Polly has vast experience with residential design, construction, budgeting, and project entitlements. She grew up in Mexico City and is fluent in Spanish.

Justin Sterling, a member of the OTSH BOD

Justin Sterling

Justin Sterling is the General Manager of the Wine Country Inn and Cottages in St. Helena. He has spent 16 years in the hospitality industry and is passionate about helping those around him grow in their professional journeys. He has managed more than 200 associates during his career at nine different properties throughout the Napa Valley. Working with a diverse workforce throughout his career, Justin is acutely aware of the struggle to find affordable housing. As an employer whose workforce faces housing challenges, Justin will bring a unique perspective to the OTSH Board. 

our town st helena John Sales

John Sales
Emeritus Board Member / Founder

John spent four decades in management with Dillingham Construction before he retired and reapplied his skills and experience to local service and nonprofit organizations.  He served as Co-chair of the City of St. Helena General Plan Update Steering Committee and has also served on the City’s Infrastructure, Water and Sewer Committee and the Housing committees. He was an officer in the St. Helena Rotary Foundation and has participated in four Rotary Rotaplast Missions to Guatemala. As owner’s project manager of Grace Episcopal Church’s seismic retrofit and expansion project, he served as the supervisor of a $10MM construction budget.  Besides his board position on Our Town St. Helena, John also serves on the boards of the St. Helena Historical Society and the St. Helena Cemetery Association.

our town st helena mary stephenson, president of OTSH

Mary Stephenson
Emeritus Board Member / Founder

Mary was a marketing consultant with her own business for over thirty years. She has worked with a diverse group of companies like Wells Fargo Bank, Starbucks, AAA and Kaiser Permanente helping them develop communication strategies and analyzing internal and external marketing resources. She is also a skilled meeting facilitator and has helped many local nonprofits gain consensus on focus and direction. She is a founding board member of the St. Helena Family Center and of Our Town St Helena.