Kaplan's plain spoken assessment of the current state of security has tended to cast him as something of the "bad boy" of data security. He still sports a beard and ponytail, although he has recently taken to wearing a suit at major conferences. His somewhat embarrassed explanation that one needs to look corporate in order to be taken seriously is usually followed up with a sly "It's a good hack."
Probably the most fascinating of his many seminar presentations is "Meet the Enemy", first conducted at the DECUS Canada Symposium after being turned down by DECUS US.