Possible Clues:

• Tramp
• Wanderer
• Drifter
• Hobo
• Itinerant person
• One with no fixed abode
• Homeless person
• Tax cut by August, not the last for Rolling Stone
• Five by way of a hand-out for the poor beggar
• Idle wanderer (HOW TO PLAY: The last names of 14 famous Civil War generals are hidden in the Across answers, seven in the North part of the grid and seven in the South. The catch is that nine of them straddle a black square, like so: coB / RAGGed. The hardest one is at 84 Across. Can you find all 14? Explanation next week.)