Possible Clues:

• N.Y.C. drive, with 'the'
• Approver of 200+ US stamp designs
• WWII-era leader
• Prez famous for his fireside chats
• Portrait on a dime
• Drive in N.Y.C.
• N.Y.C. artery, with 'the'
• W.P.A. initiator
• Subject of Ken Burns' latest miniseries
• Depression era pres