How about "Ramblin' Boy","Tramps and Hawkers", "The Rich Man and the Poor Man","The Starving Child (WPA Lullaby)" and "Too Old to Work" in Tom Glazer's Songs of Peace, Freedom and Protest

Plenty of begger's songs: "The Jolly Beggar" Sailor and soldier songs could be thrown in because they often went to sea or war because they had no money. And of course all songs about itinerant workers (harvesters, tinkers and such,

judy