One of his most memorable works, in my mind, is this masterpiece of an extremely polite yet absolutely scathing letter in response to attempts to get the university to censor inconvenient security research: https://www.cl.cam.ac.uk/~rja14/Papers/ukca.pdf
I always think back to this radio 4 interview [1] on the same topic when I think of Ross Anderson. Muttering "porky pies" at the end of the interview as it is claimed that this fraud has never actually been used.
[1] https://www.cl.cam.ac.uk/~rja14/musicfiles/mp3s/ukca.mp3