Well, I put Bar Kokhba, since he actually kicked some a**, and seems pretty cool.
But all seriousness aside, I actually always liked Yakov Frank. He claimed he was not only the reincarnation of Shabtai Tzvi, but King David as well. He rejected the Talmud, and claimed the only post-Biblical book that was sacred was the Zohar (though how you could accept the Kabbalah of Rabbi Shimon bar Yochai, but not the halakhah of Rabbi Shimon bar Yochai and his teachers, students, and friends, I was never clear on). He claimed that he respected Christian scripture, and believed that moshiach was actually an embodiment of part of the trinity, although he was said to favor the practice of Sabbatean Kabbalah mixed with a little black magic to spice things up.
He was also a hell of a hedonist. He proclaimed polygamy, and then did his best to follow his proclamation. He appears to have enjoyed mass quantities of rich food, wine, liquor, and possibly more mind-altering substances, as well as hot and cold running chicks.
He got chased around Eastern Europe a bit by different Jewish communities, got different Christians to protect him, occasionally got tossed into the Christian clink for a long stretch despite that, but succeeded in dying rich, ennobled, and apparently contented, at a relatively ripe old age.