I've been slowly working down the 2009 list in the order that they're listed here: http://www.singularityvolunteers.org/opportunities/transcription/videos
Doing them in popularity order might make more intuitive sense, but doing them sequentially might result in fewer collisions if multiple people are doing it simultaneously. See also my reply to lukeprog.
Edit: completed on 30-Jan-2012 (note deadline slip from 31-Dec-2011)
* DONE 2009.03 Anders Sandberg
* DONE 2009.04 Randal Koene
* DONE 2009.05. Itamar Arel
* DONE 2009.06. Ben Goertzel
* DONE 2009.07. Stuart Hameroff
* DONE 2009.08. David Chalmers
Here is an index of all Singularity Summit speeches.
Summit 2006
Summit 2007
Summit 2008
Summit 2009
Summit 2010
Summit 2011