Jess Jackson, a man who knew how to pick winners, whether they were thoroughbred racehorses or vineyards, died of cancer Thursday at his wine country estate in Geyserville, Calif. He was 81.
Jackson was a wine industry visionary who developed the Kendall-Jackson brand, which popularized premium wines for the mass market and helped make the chardonnay varietal a household staple.
Friends and business associates described Jackson as a classic entrepreneur who had three distinct, successful careers, first as a San Francisco attorney and then as a skilled wine merchant whose 14,000 acres of wine grapes are among the largest private vineyard holdings in America. In recent years, Jackson became a winning racing horse stable owner.
He spent millions of his wine profits building Stonestreet Stables and buying thoroughbred horses at auctions.
Jackson was co-owner of Curlin, voted Horse of the Year in 2007 and 2008. He also co-owned Rachel Alexandra, the filly that won the Preakness in 2009 and also was voted Horse of the Year.
And whether he was dealing in the horse or wine business, Jackson became known as an innovator unbowed by the conventional wisdom in businesses.
In 2009, he decided to have Rachel Alexandra skip the Breeders' Cup at Santa Anita over concerns about the Arcadia track's synthetic surface, referring to artificial surfaces as "plastic" and provoking a debate about the surfaces.
He was a vocal critic of special distribution laws that in many states require wine to pass through the hands of distributors, increasing consumer prices.
Jackson even challenged industry giant E.&J. Gallo Winery over trademark issues. He lost a legal battle over whether Gallo's Turning Leaf label too closely imitated the autumn-toned look and feel of his Kendall-Jackson brand.
Wine broker Bill Turrentine remembers meeting Jackson at a wine tasting in Santa Rosa decades ago. At the time, quality wine was sold by region. The label on each bottle would feature a geographic appellation such as Napa Valley that was the primary characteristic pitching the wine. But Jackson believed he could make flavorful and consistent wines by blending the same variety of grape grown in different regions.
"I remember thinking that this was another guy who better keep his day job as an attorney in San Francisco. The idea that you could charge a premium price for a bottle of wine that just said California on it was absurd," Turrentine said.
Jackson proved him wrong.
The rich, full-flavored chardonnay that Jackson's winery developed had just a touch of residual sugars that made it popular with yuppies and baby boomers just starting to discover quality wine, said wine industry consultant Jon Fredrikson of Gomberg-Fredrikson & Associates.
Jackson priced the wine about a dollar more than his other popular wines at the time, giving him better profit margins and funds to expand.
"He really believed this was a great model and said this was an opportunity that you could drive a truck through," Fredrikson said.
It launched Jackson into a busy acquisition spree.
"From about 1985 to about 1994, he was able to buy wonderful properties at very good prices, often below market," said Fredrikson, who often scouted the vineyards for Jackson. "There was a lot of risk there, but Jess had one commanding advantage over his competitors. He was a real estate lawyer who was very smart and knew how to get deals done."
Jackson wandered into the business as a weekend farmer after he bought an 80-acre pear and walnut orchard in Lakeport in rural Lake County in 1974 as a weekend retreat from city life and converted into a vineyard.
"I was attracted by the lifestyle. I wanted to get away from law and become a farmer," Jackson told The Times in 2007.
That first holding morphed into the larger Kendall-Jackson Winery (Jane Kendall was his first wife), and the winery's Vintner's Reserve Chardonnay became one of the top-selling wines in America. He produced his first bottle of wine under the Kendall-Jackson label in 1982.
"The original business plan was to break even at 50,000 cases, but we kept growing," Jackson said.
Jackson was intensely proud of the vast holdings he acquired in prime wine regions, including Mendocino, Sonoma, Napa, Lake, Santa Barbara and Monterey counties. He relished giving visitors tours of the acreage via private helicopter.
Jackson would explain how most of the vineyards are on mountains, ridges, hillsides and bench lands. These are all areas that drain well and add to the quality of the wine.
"The vines need to struggle to find nutrients. That way it concentrates on ripening the fruits. You don't want lots of water in the roots. That just creates more growth of leaves," Jackson said.
His wine empire included Jackson Family Wines, featuring higher-end specialty labels such as Freemark Abbey in Napa Valley, La Crema Winery in Sonoma County and Byron in Santa Barbara County.
Jackson said the success of the wine business allowed him and second wife and business partner Barbara Banke to plunge into horse racing.
Jackson is survived by Banke, his children Jennifer Hartford, Laura Giron, Katie Jackson, Julia Jackson and Christopher Jackson, and two grandchildren.
A one-time longshoreman and police officer who put himself through UC Berkeley's Boalt Hall law school, Jackson said he liked the racing business "because I like to compete." Born Feb. 18, 1930, in Los Angeles, he was raised in San Francisco by his accountant father and schoolteacher mother during the Great Depression.
Associates said Jackson was a gabber who came up with ideas but often left the implementation to his staff, sometimes to their exasperation.
"He was very outgoing and loved to talk," said Turrentine.
When Jackson was doubling as an attorney in San Francisco and as a vintner, he would often stop by Turrentine's office on his way to Lakeport late on Friday.
"There were many Fridays when he kept me from getting home for dinner on time," Turrentine said.
In the end, it was no surprise that Jackson could succeed in multiple fields, his friends said.
"Somehow great entrepreneurs see the future and have the guts to go for it," Fredrikson said. "Jess continually did that."
Times staff writer Eric Sondheimer contributed to this report.