I don’t think that Caesar would have seen Toes as any sort of sign that he could follow in Alexander’s footsteps. Two reasons for this: 1) I don’t know of any rumor that said that Bucephalus had toes. This is almost certainly a modern confusion of the sort so common on the Net. (Remember, most of the sites that claimed this, also said that Marengo had toes, too.)

2) More importantly, as Cal says, Caesar wanted to be Caesar. As we are discussing on the Private Man thread, Caesar had a vision for Rome. He may have thought he was the best, if not only, man to implement that vision, but much of what he did was motivated by a desire to act for Rome. Alexander did what he did for Alexander (or perhaps the approval of Mommy Dearest or Daddy, but Caesar would not have been so aware of that). Caesar understood the difference between the glory of the conqueror and the glory of the builder.

If anything, Toes was a tool for Caesar. Had there been a connection to Bucephalus, Caesar would have been interested in that connection for PR purposes. (But Alexander was a king and thus would have carried a fair amount of negative baggage as well.) The prophecy, if it existed, would have been enough for Caesar, but more from a pragmatic, propagandistic point of view.