[14] He advised on BlackRock's initial public offering in 1999, and was subsequently promoted to head Merrill Lynch's U.S. financial institutions group.
[18] After the Bank of America merger was completed in January 2009,[19] Fleming resigned from Merrill Lynch to teach at Yale University,[20] becoming a senior research scholar and lecturer in law.
[22] That year, he assisted Anthony Scaramucci with selling SkyBridge Capital,[23] and in 2017 represented Derek Jeter on the consortium purchase of the Miami Marlins.
[24] In September 2022, the Financial Times credited Fleming with greatly increasing Rockefeller Capital Management's presence and asset holdings in US cities.
[25] In April 2023, Bloomberg cited Fleming stating the firm had received a significant investment from the Demarais family, with plans to use the funds for expansion.