Auction Cowboy Share definition Flag A person who looks at legal goods and pays for as many as 50 items. He goes to an auction and makes 3x. You need $50 to cover the rent? Call an auction cowboy. Auction Cowboy by silverseal September 18, 2011 0 0 Get merch Get the Auction Cowboy mug. Buy Now — $32.95 See more merch