Legendary crooner Bing Crosby signed this brilliant red jacket, an artifact of his self-named Bing Crosby Pro-Amateur Golf Tournament. Collar tag from Pendleton boasts "100% Virgin Wool," and "L-1" is written in the collar in black marker. While we can't confirm that Bing actually used this jacket, his somewhat-faded signature is on a patch stating "It's the Water" on the lower right front pocket. Crosby founded the tourney - continuing today as the "Pebble Beach Pro-Am" - in 1937 as a clambake and fundraiser, and it was the first ever Pro-Am Tournament, with the inaugural edition won by Sam Snead - for the hefty purse of $500.