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Harold Stirling Vanderbilt (July 6, 1884 – July 4, 1970) was a member of the prominent United States Vanderbilt family who was a railroad executive, a champion yachtsman and a champion bridge player.

Contents 1 Background 2 Professional Life 3 Sailing Career and the America's Cup 4 Vanderbilt University 5 Bridge 6 Awards 7 Tournament record 8 Winner 9 Runners-up 9.1 Postscript 9.2 References

Born in Oakdale, New York, the third child and second son of William Kissam Vanderbilt and Alva Erskine Smith, to family and friends he was known by the nickname "Mike." He was a brother to William Kissam Vanderbilt II and Consuelo Vanderbilt. Harold was the great-grandson of Cornelius Vanderbilt, the shipping and railroad tycoon who also helped found Vanderbilt University. Born to great wealth, he was raised in Vanderbilt mansions, traveled to Europe frequently, and sailed around the world on yachts owned by his father.

Educated by tutors and at private schools, Harold Vanderbilt attended Harvard Law School, graduating in 1910. He then joined the New York Central Railroad Company, the centerpiece of his family's vast railway empire of which his father was president. On his father's passing in 1920, thirty-six-year-old Harold Vanderbilt inherited a multi-million dollar fortune that included the Idle Hour country estate at Oakdale, New York, on Long Island, plus equity in the following railway companies:

• Detroit, Toledo & Milwaukee Railroad Co.
• Genesee Falls Railway Co.
• Kanawha & Michigan Railway Co.
• Kanawha & West Virginia Railroad Co.
• New Jersey Junction Railroad
• New York Central Railroad Company
• New York Central & Hudson River Railroad Company
• New York & Harlem Rail Road Co.
• Pittsburgh & Lake Erie Rail Road Co.

Following the death of his brother William in 1944, he remained the only active representative of the Vanderbilt family in the New York Central Railroad, serving as a director and member of the executive committee until 1954.

As a boy, Harold Vanderbilt spent part of his summers at the Vanderbilt mansions, the Idle Hour estate in Long Island, New York on the banks of the Connetquot River, Marble House at Newport, Rhode Island, and later at Belcourt (the Newport mansion of his step-father, Oliver Belmont). As an adult, he pursued his interest in yachting, winning six "King's Cups" and five Astor Cups at regattas between 1922 and 1938. In 1925, he built his own luxurious vacation home at Palm Beach, Florida that he called "El Solano."

In 1930, Harold achieved the pinnacle of Yacht racing success by defending the America's Cup in the J-class yacht Enterprise. His victory put him on the cover of the September 15, 1930, issue of Time magazine. In 1934 Harold faced a dangerous challenger in Endeavour, as the British boat won the first two races. However, Vanderbilt came back in his yacht Rainbow to win three races in a row and defend the Cup. In 1937 Harold defended the Cup a third time in Ranger, the last of the J-class yachts to defend the Cup. Vanderbilt's wife, Gertrude "Gertie" Lewis Conway, became the first female to compete as a full-fledged team member in an America's Cup yacht race. They were posthumously elected to the America's Cup Hall of Fame in 1993. Later in life Vanderbilt would become Commodore of the New York Yacht Club and would be intricately involved in many successful America's Cup defenses.

Vanderbilt was also a card game enthusiast who, in 1925, helped develop the scoring system by which the game of contract bridge supplanted auction bridge in popularity. Three years later, he heavily endowed the Vanderbilt Trophy which goes to the winners of the national team-of-four championship. In 1932, and again in 1940, he was part of a team that won his own trophy. He also penned several books on the subject of bridge, most notably "The Vanderbilt Club".

Not one to rest on his laurels, Vanderbilt also invented the first forcing club bidding system which has perennially dominated world championship play ever since. Nottingham Club, Neapolitan Club, Blue Team Club, Precision Club, and other strong forcing club systems are an outgrowth of the Vanderbilt Club. Polish Club, Unassuming Club and other weak club systems are an outgrowth from the Vienna (Club) System (Stern Austrian System, 1938).

In 1969, the World Bridge Federation made Vanderbilt its first honorary member. When a Bridge Hall Of Fame was inaugurated in 1964, Vanderbilt was one of the first three persons elected. His trophy remains one of the most prized in the game.

• ACBL Hall of Fame 1964
• ACBL Honorary Member 1941
• WBF Honorary Member 1969

• North American Bridge Championships (2)
  • Vanderbilt Knockout Teams (2) 1932, 1940

• North American Bridge Championships (1)
  • Vanderbilt Knockout Teams (1) 1937

In addition to sailing, Vanderbilt was a licensed pilot, acquiring a Sikorsky S-43 "Flying Boat" in 1938.

In 1963, Harold Vanderbilt assisted the Preservation Society of Newport County in acquiring the Marble House summer estate in Newport, Rhode Island, sold by his mother more than thirty years earlier. Successful in their bid, the property was converted into a museum.

Harold Stirling Vanderbilt died in 1970. He and his wife are interred at Saint Mary's Cemetery in Portsmouth, Rhode Island, their graves marked with only a simple flat stone.

A sailing drink, Stirling Punch, was named in Vanderbilt's honor.

Harold Vanderbilt's private railroad car, New York Central 3, was recently renovated and operates luxury charter trips at the rear of regularly scheduled Amtrak and VIA Rail Canada trains. It can be viewed at www.nyc-3.com

• Sailing World Hall of Fame, Sailing World Magazine. April 24, 2002. Sailing World Magazine
• Time Magazine. September 15, 1930.