Clinton: Not sure, but probably some time around 2000, when she ran for Senate the first time
Biden: First Democratic primary debate in 2008
Sanders: His election to the Senate in 2006
O'Malley: When he was first included in 2016 polls, so sometime around 2013
Chafee: His election as Governor in 2010
Webb: His election to the Senate in 2006
Trump: 2nd season of the Apprentice, so 2004ish
Bush: Whenever this video came out, which was probably late 2004:
https://www.youtube.com/watch?v=hE8V22unwRoWalker: His election as Governor in 2010
Kasich: His election as Governor in 2010
Rubio: His Senate campaign in 2010
Carson: CPAC 2013
Huckabee: When he won Iowa in 2008
Cruz: When he won his Senate primary in 2012
Fiorina: Her Senate loss in 2010
Santorum: When he declared his run for president in 2012, although I probably heard his name in 2006.
Paul: His interview with Rachel Maddow on the Civil Rights Act in 2010
Christie: That time he flew a helicopter to his son's baseball game in 2011
Perry: Summer of 2011 not long before he announced his run for President
Graham: A Daily Show bit from late 2008/early 2009
Jindal: 2009, when everyone was convinced he would be the nominee in 2012
Pataki: Last year sometime
Gilmore: Probably in 2008, but I completely forgot about him until earlier this year