The World’s Most Expensive Watch Paul Newman is one of four actors to have been nominated for an Academy Award in five different decades. The others were Laurence Olivier, Michael Caine and Jack Nicholson. Paul Newman’s Rolex Daytona is now the world’s most expensive watch ever auctioned. His watch sold for US$17.75 million, more than 10 times the original estimate. Read about how it all went down!