Jeb Bush’s Tangled Past

Special Report: As Jeb Bush prepares to announce his presidential candidacy, he’s mostly viewed as the smarter and less dangerous Bush brother, but he has his own tangled history of dubious business deals and unsavory associates, writes Chelsea Gilmour.

By Chelsea Gilmour

Making lots of money was very important to Jeb Bush. In 1983, he was famously quoted by a Miami News reporter saying, ”I’d like to be very wealthy, and I’ll be glad to let you know when I think I’ve reached my goal.” But the manner in which he has acquired his wealth, currently estimated between $8 million and $10 million, has raised many red flags and even allegations of wrongdoing.

Trading on his family name, Jeb Bush wove a spider’s web of business partners and deals based on family connections and (sometimes shadowy) business transactions. His associates ranged from Miami organized crime figures to Washington and Wall Street insiders. He experimented in various areas from real estate to international sales to investing in an NFL team.

President George W. Bush is introduced by his brother Florida Gov. Jeb Bush before delivering remarks at Sun City Center, Florida, on May 9, 2006. (White House photo by Eric Draper)

President George W. Bush is introduced by his brother Florida Gov. Jeb Bush before delivering remarks at Sun City Center, Florida, on May 9, 2006. (White House photo by Eric Draper)

By all accounts, Jeb Bush is a hard worker putting in long hours. But he is also a privileged individual whose success has its foundations in his family name. And his tangle of business affairs since 1974 is nothing if not entitled and convoluted.

Following graduation from the University of Texas at Austin in Latin American Studies in 1973, Jeb Bush went to work with the international division of the Texas Commerce Bank. As the St. Petersburg Times reported, an executive at the bank, James A. Baker III, was a close friend of Jeb’s father and would later run George H.W. Bush’s presidential campaign before becoming the Secretary of the Treasury under Ronald Reagan and Secretary of State under Bush Sr.

Three years later the 24-year old Jeb was sent to oil-rich Caracas, Venezuela, to open a new operation of the bank, managing hundreds of millions of dollars. While there, he rubbed elbows with executives such as Lady Bird Johnson, the widow of President Lyndon…

Read more