The Brassfield family has a long history of connection to the land. Bob's father and mother operated a cattle ranch in the Sierra Mountains for over 25 years. As a young boy, Bob was introduced to working with the land by his father who spent his life working in farming and ranching.

In 1977 Bob, Judy and their three small children moved to Geneva, Switzerland. It was during their stay and travels around Europe that they were first introduced to the world of fine wine. Bob's favorite soon became wines from Burgundy region, and this was later instrumental in the selection of grapes to be planted at "Heart O' The Mountain".

In the late 1970's and early 80's Bob, along with his brother, had his first introduction into the wine industry as an investor in Felton Empire, a Santa Cruz Mountain winery.

In 1978, Bob and Judy acquired the Heart O' The Mountain estate located in the Santa Cruz Mountains. Heart O' The Mountain was established and named by California pioneer Pierre Cornwall in 1881, where he and his son Bruce lived and produced wine under the Santa Sada label. Between the years 1940 and 1974 the property was owned by the famous director Alfred Hitchcock. The estate today is very much the same way Cornwall and Hitchcock left it. The Brassfield family has taken great pains to preserve the historic estate.

Desiring to reconnect with his early years, in 1993, Bob and Judy purchased the "Thompson Valley Ranch" located in the Sierra Mountains north of Lake Tahoe where today they raise Black Angus cattle and market their own brand of healthy, natural, grass-fed beef.

After retiring in 2000 from a 30 year career in the nutritional health food industry, Bob, along with his wife Judy, decided to reestablish the historic vineyard site known as Heart O' The Mountain. While working on the project with his son Brandon, they soon came up with the idea to turn an old barn on the property into the winery. By 2005 the first vintage of Heart O' The Mountain Pinot Noir was born.

Brandon was raised in Scotts Valley since the age of six, where he resides today with his wife Angela and their two children. When he and his father decided to start the journey of wine growing, they began by taking enology and viticulture courses at U.C. Davis and utilizing the expertise of a consulting winemaker through the vineyards first harvest.