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Casares was the founder and CEO of Lemon Wallet, a digital wallet platform. In 2013 the American firm LifeLock bought Lemon for about $43 million (US).

In 2011, Casares was on the jury of the Cartier Women’s Initiative awards. He is a member of the 2017 Class of Henry Crown Fellows in the Aspen Global Leadership Network at the Aspen Institute. He is an elected member of the World Economic Forum's “Young Global Leaders” Class of 2011 and regularly attends the World Economic Forum Annual Meeting in Davos, Switzerland. He is a member of the Young Presidents' Organization. In 2010 Casares partnered with Pablo Bosch to found Las Majadas de Pirque, a social capital and innovation facility owned by Casares in Santiago, Chile. He was formerly a board member at Kiva and Endeavor.

In 2002, Casares founded Wanako Games, (later Behaviour Santiago), a videogame developer headquartered in New York City. Wanako Games was best known for the blockbuster game Assault Heroes and was acquired by Activision in 2007. In 2002, Casares founded Banco Lemon, a bank based in Brazil, which was acquired by Banco do Brasil in 2009.

He exited the company and then founded Argentine online brokerage, Patagon, in 1997. Patagon established itself as Latin America's leading comprehensive Internet financial services portal and expanded its online banking services to the United States, Spain, and Germany. Patagon was acquired by the Spanish bank, Banco Santander for $750 million and became Santander Online worldwide. Investors in Patagon included George Soros, Intel, Microsoft, JP Morgan Chase, and entrepreneur Fred Wilson.

Casares is the eldest of four from a family of sheep ranchers in Patagonia, Argentina. In high school, Casares earned a Rotary Club scholarship as an exchange student in Washington, Pennsylvania. He returned to Buenos Aires to study business administration for three years at the University of San Andrés and dropped out to launch Argentina's first Internet Service Provider, Internet Argentina S.A. in 1994.

Wenceslao Casares, also known as Wences Casares (born February 26, 1974) is a Silicon Valley-based fintech entrepreneur. He is the CEO of Xapo Bank, and founded Internet Argentina, Wanako Games, Patagon, Lemon Wallet, and Banco Lemon. Casares sits on the boards of PayPal, Libra, and Coin Center.