FREEMAN

Set to 6 different clues across 6 published puzzles, most often “Ex-slave” — The New York Times, Wednesday, 13 December 2006.

7 letters

Every clue on record, most used first

Ex-slaveonce
The New York Times — Wednesday, 13 December 2006
Ex-cononce
The New York Times — Sunday, 28 August 2005
He's out of stocks and bondsonce
The New York Times — Saturday, 23 October 1999
One released from bondageonce
The New York Times — Monday, 7 September 1998
"Driving Miss Daisy" co-staronce
The New York Times — Thursday, 25 September 1997
Serf's oppositeonce
The New York Times — Friday, 25 October 1996