Cameron Winklevoss was born in Southampton, New York, and raised in Greenwich, Connecticut. He is the son of Carol (née Leonard) and Howard Edward Winklevoss, Jr.; Howard was a professor of actuarial science at the Wharton School of the University of Pennsylvania, and is the author of Pension mathematics with numerical illustrations, and founder of Winklevoss Consultants and Winklevoss Technologies. Cameron began playing classical piano at 6 years of age, which he studied for 12 years. At an early age, he (left-handed) and his identical "mirror-image" twin brother Tyler (right-handed) demonstrated a pattern of teamwork, building Lego together and playing musical instruments. At the age of 13, they taught themselves HTML and started a web-page company, which developed websites for businesses.
Winklevoss went to the Greenwich Country Day School before attending the Brunswick School for high school. He showed a fondness for the classics in high school, studying Latin and Ancient Greek. During his junior year, he co-founded the crew program with Tyler.
He enrolled at Harvard University in 2000 for his undergraduate studies where he majored in economics, earning an A.B. and graduating in 2004. At Harvard, he was a member of the men's varsity crew, the Porcellian Club and the Hasty Pudding Club.
In 2009, Winklevoss entered the Saïd Business School at the University of Oxford to study for a Master of Business Administration and completed an MBA in 2010. While at Oxford he was an Oxford Blue, and rowed in the Blue Boat in the Oxford-Cambridge Boat Race.
In December 2002, Winklevoss, along with his brother and with classmate Divya Narendra, wanted a better way to connect with fellow students at Harvard University and other universities. As a result, the three conceived of a social network for Harvard students named HarvardConnection, which was to expand to other schools around the country. In January 2003, they enlisted the help of fellow Harvard student, programmer, and friend Sanjay Mavinkurve to begin building HarvardConnection. Mavinkurve began work on HarvardConnection but left the project in the spring of 2003 when he graduated and went to work for Google.
After the departure of Mavinkurve, the Winklevosses and Narendra approached Narendra’s friend, Harvard student and programmer Victor Gao to work on HarvardConnection. Gao, a senior in Mather House, had opted not to become a full partner in the venture, instead agreeing to be paid in a work for hire capacity on a rolling basis. He was paid $400 for his work on the website code during the summer and fall of 2003; however, he excused himself thereafter due to personal obligations.
In 2004, ConnectU filed a lawsuit against Facebook alleging that creator Mark Zuckerberg had broken an oral contract with them. The suit alleged that Zuckerberg had copied their idea and illegally used source code intended for the website he was hired to create. Facebook countersued in regards to Social Butterfly, a project put out by The Winklevoss Chang Group, an alleged partnership between ConnectU and i2hub, another campus service. It named among the defendants ConnectU, Cameron Winklevoss, Tyler Winklevoss, Divya Narendra, Winston Williams, and Wayne Chang, founder of i2hub. A settlement agreement for both cases was reached in February 2008, reportedly valued at $65 million. However, in May 2010, it was reported that ConnectU is accusing Facebook of securities fraud on the value of the stock that was part of the settlement and wants to get the settlement undone. According to ConnectU's allegations, the value of the stock was worth $11 million instead of $45 million that Facebook presented at the time of settlement. This meant the settlement value, at the time, was $31 million, instead of the $65 million. On August 26, 2010, The New York Times reported that Facebook shares were trading at $76 per share in the secondary market, putting the total settlement value at close to $120 million. If the lawsuit to adjust the settlement to match the difference goes through, the value will quadruple to over $466 million. According to Steven M. Davidoff, "Facebook never represented its valuation in this negotiation, and so there is no prior statement that the company needs to correct." Additionally, Cameron has publicly announced that he fully supports Facebook.
After defeat at the appellate court level, the Winklevoss twins decided to petition the Supreme Court of the United States to hear the case, but in June 2011 announced that they had changed their minds.
One of ConnectU's law firms, Quinn Emanuel, inadvertently disclosed the confidential settlement amount in marketing material by printing "WON $65 million settlement against Facebook". Quinn Emanuel is seeking $13 million of the settlement. ConnectU fired Quinn Emanuel and sued the law firm for malpractice. On August 25, 2010, an arbitration panel ruled that Quinn Emanuel "earned its full contingency fee". It also found that Quinn Emanuel committed no malpractice.
On December 21, 2009, i2hub founder Wayne Chang and The i2hub Organization launched a lawsuit against ConnectU and its founders, seeking 50% of the settlement. The complaint says, "The Winklevosses and Howard Winklevoss filed [a] patent application, U.S. Patent Application No. 20060212395, on or around March 15, 2005, but did not list Chang as a co-inventor." It also states, "Through this litigation, Chang asserts his ownership interest in The Winklevoss Chang Group and ConnectU, including the settlement proceeds." Lee Gesmer of the firm Gesmer Updegrove posted the detailed 33-page complaint online.
On May 13, 2011, it was reported that Judge Peter Lauriat made a ruling against the Winklevosses. Chang's case against them could proceed. The Winklevosses had argued that the court lacks jurisdiction because the settlement with Facebook has not been distributed and therefore Chang hasn't suffered any injury. Judge Lauriat wrote, "The flaw in this argument is that defendants appear to conflate loss of the settlement proceed with loss of rights. Chang alleges that he has received nothing in return for the substantial benefits he provided to ConnectU, including the value of his work, as well as i2hub's users and goodwill." Lauriat also wrote that, although Chang's claims to the settlement are "too speculative to confer standing, his claims with respect to an ownership in ConnectU are not. They constitute an injury separate and distinct from his possible share of the settlement proceeds. The court concludes that Chang has pled sufficient facts to confer standing with respect to his claims against the Winklevoss defendants."
In 2008 Cameron co-founded the online site Guest of a Guest, a web log that focuses on parties and nightlife in New York City, Los Angeles, the Hamptons and Washington, DC, with Rachelle Hruska; she bought out his stake in 2012.
The New York State Department of Financial Services (NYDFS) has granted a charter under the New York Banking Law to Gemini Trust Company, LLC (“Gemini”) – a Bitcoin exchange that is based in New York City and founded by Cameron and Tyler Winklevoss.
Winklevoss began rowing at the age of 15, encouraged by family friends and the example of next-door neighbor Ethan Ayer who rowed at Harvard University and Cambridge University. He began rowing at the Saugatuck Rowing Club on the Saugatuck River in 1997. His first coach was Irishman James Mangan who coached him and his brother throughout high school. Winklevoss' high school did not have a crew; in his junior year, he and his brother co-founded the crew program at their high school. In the summer of 1999, he made the United States Junior National Rowing Team, competing in the coxed pair event with his brother at the Junior World Rowing Championships in Plovdiv, Bulgaria.
Cameron's rowing discipline is sweep rowing.
Winklevoss rowed at Harvard University for four years under legendary coach Harry Parker, while completing his undergraduate studies. In 2004, he sat 6-seat in the "engine room" of the Harvard men's varsity heavyweight eight boat. The 2004 crew was nicknamed the "God Squad" because, according to his brother, some of them believed in God while the rest believed they were God. As a Harvard Crimson in 2004, he helped the "God Squad" win the Eastern Sprints, the Intercollegiate Rowing Association Championship, and the Harvard-Yale Regatta as part of an undefeated collegiate racing season.
In the summer of 2004, Winklevoss and the "God Squad" traveled to Lucerne, Switzerland, to compete in the Lucerne Rowing World Cup. They defeated the 2004 British and French Olympic eight boats in the semi-final to earn a spot in the grand final, in which they placed 6th. The team then traveled to the Henley Royal Regatta where they competed in the Grand Challenge Cup. Winklevoss helped his team defeat the Cambridge University Blue Boat in the semi-final before they fell to the Dutch Olympic eight boat team (of the Hollandia Roeiclub) in the final by 2⁄3 of a boat length. The Dutch team went on to win the Olympic silver medal at the Athens Olympic Games a month later.
In 2007, Winklevoss was named to the United States Pan American Team and competed at the 2007 Pan American Games in Rio de Janeiro, Brazil. He won a silver medal in the men's coxless four event and a gold medal in the men's eight event on the Lagoa Rodrigo de Freitas.
In 2008, Cameron was named to the United States Olympic Team and competed at the 2008 Olympic Games in Beijing, China. He rowed with his brother in the men's coxless pair event which took place at the Shunyi Olympic Rowing-Canoeing Park. The brothers were coached by the renowned Ted Nash. In their first heat, they failed to finish in the top three and did not qualify for the Semifinals. In the Repechage (a last chance to make the Semifinals), they took first, advancing them to the Semifinals. A strong finish in Semifinal 2 put them in the Final. They ended up finishing sixth out of the fourteen countries which had qualified for the Olympics.
In 2009, Winklevoss won a bronze medal at the Rowing World Cup in Lucerne, Switzerland in the men's coxless four event.
Cameron and his brother Tyler are both played by actor Armie Hammer in The Social Network (2010), a film directed by David Fincher about the founding of Facebook. Actor Josh Pence was the body double for Tyler with Hammer's face superimposed. The twins were depicted on the cartoon comedy show The Simpsons in the eleventh episode of Season 23 in the episode called "The D'oh-cial Network" which aired on January 15, 2012. The Winklevoss twins are seen rowing in the 2012 Olympic Games against Marge Simpson's sisters Patty and Selma. There is a reference made to the $65 million Facebook settlement.