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After graduating from law school, Scaramucci began his career at Goldman Sachs, where he worked from 1989 to 1996 and held positions in its Investment Banking, Equities, and Private Wealth Management divisions.[16][17] After being hired, fired, and rehired in a single year, Scaramucci left Goldman in 1996[18] to launch Oscar Capital Management with his colleague Andrew Boszhardt.[19] In 2001, Oscar Capital was sold to Neuberger Berman and, upon Neuberger Berman’s sale to Lehman Brothers in 2003, Scaramucci served as a managing director in the firm's Investment Management division.[16][20]

In 2005, Scaramucci founded SkyBridge Capital, a global alternative investment firm.[21]

Scaramucci was the chairman of the SkyBridge Alternatives “SALT” Conference, launched in 2009 and held in Las Vegas every spring.[22] In May 2014, SkyBridge licensed the rights to Wall Street Week, a financial television news program formerly hosted by Louis Rukeyser on PBS, installing Scaramucci as host. Broadcast rights were transferred to Fox Broadcasting Company in 2016.[23]

In 2011, Scaramucci received the Ernst & Young Entrepreneur of the Year Award New York Award in the Financial Services category and[24] in 2016 was ranked #85 in Worth magazine's "Power 100: The 100 Most Powerful People in Global Finance."[25]

On January 17, 2017, SkyBridge announced a majority stake sale to RON Transatlantic EG and HNA Capital (U.S.) Holding, a Chinese conglomerate with close ties to China's Communist Party; with the announcement, Scaramucci stepped down from his co-management role and ended his affiliation with SkyBridge and SALT.[26][11]

Scaramucci accepted a position as the White House Communications Director on July 21, 2017. Shortly after the announcement, White House Press Secretary Sean Spicer resigned, because of his objection to the appointment, according to the New York Times and some news sources.[27][28]