Possible Clues:

• NYC transportation org
• Inits. on N.Y.C. buses
• 1959 hit song about 'a man named Charlie'
• Train and bus overseer, for short
• Letters on some N.Y.C. maps
• 1959 hit song set on 'a tragic and fateful day'
• Training org.?
• Kingston Trio hit of '59
• Urban transp. letters
• '59 Kingston Trio tune