Bob Willoughby ( 1927 - ) is an American painter. Bob Willoughby s works have been put up for auction numerous times, with realized prices surpassing estimated prices, varying from 4800 USD for The Rat Pack, Las Vegas in 2006 to 5000 USD for Frank Sinatra, Dean Martin, Sammy Davis, Jr. and Peter Lawford at the Sands Hotel, Las Vegas, 1960 in 2008 , based on the size and medium of the artwork.