Pintail Duck first appeared in the story called Back to Long Ago which first appeared in Uncle Scrooge #16. In that story it was revealed that he and his friend Matey Malcolm McDuckburied a treasure of potatoes for Captain Loyal Hawk of The Falcon Rover. He drowned three days later and was reborn as his descendant Donald Duck.
Don Rosa used Pintail in his version of The Donald Duck Family Tree, as the oldest Duck Family member on the tree.