Possible Clues:

• A success story for First Lady falling into rocking chair
• Bill given greeting, always someone deemed a success
• A character always has to be high-flier
• Person with a record of successes
• A Greek character's always a success story
• Perhaps clever pupil's claim takes in head briefly
• Vie! Reach! Perhaps become the winner
• One beset by longing over losing head is go-getter, typically high
• Person who is hard-working and successful while 'high'
• Person who gets things done