While looking for something else, I came across this interview with Quentin Skinner. It’s a remarkably open and at times self-critical assessment of his trajectory and how he does the kind of work he does. While eight years old, it’s well worth a read.
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There is also an excellent two-hour interview of Skinner by Alan MacFarlane on YouTube (along with many other of MacFarlane’s interviews):
http://www.youtube.com/watch?v=-0rY78EQ2B4 (part 1)
http://www.youtube.com/watch?v=tVdAhzqFLps (part 2)