Despite not appearing in a Hollywood blockbuster in quite some time, George Clooney's tequila business with pal Rande Gerber, Casamigos Tequila, was bought by British liquor conglomerate Diageo or $700 million up front, with the potential for an extra $300 million over the next decade. In other words, Clooney pulled in a pretax paycheck of $239 million between June 1, 2017 and June 1, 2018.