Hey cardoctor, I enjoyed your post.
He had no miracles to distinguish him as a prophet, though, all previous chosen men of God either has miracles of position to distinguish them.
I get your meaning though I personally kinda see it as a miracle that he was so faithful to God. He basically gave up his entire life out there in the desert to follow his conscience. The work he did in teaching people about the coming messiah was good, too. There were so many people claiming to be the messiah or important spiritual leaders.
Though Jesus himself said that he didn't really need John's 2nd witness to himself (because the miracles God gave to Jesus were his true second witness), John's witness still fulfilled part of the Jewish law for making Jesus that much more acceptable to the people.
They go find Jesus and ask, and we know the story of what Jesus said to them to tell John. Then turns and tells his followers, John is the greatest born of a woman, but he shall be the least in the Kingdom of God.
Hmm, I've not heard this interpretation before, but I don't think Jesus was saying that John will be the least. He was making a comparison between the old testament and the new. John was still part of the old testament. Jesus started the new testament.
Despite his lack of miracles, many people believed that John was a prophet. Political leaders listened to him. The religious leaders were afraid to speak against him. People were having trouble distinguishing between John and Jesus. Because John was on the scene first, they kept mistaking him for the messiah. Jesus said, "John was a great prophet, but he that is least in the Kingdom of Heaven is greater than him" because the new testament is better than the old. He wanted to make the distinction clear that, although John was a great prophet for God, people should start following Jesus instead. Even the least of the New is better than the Old.
It wasn't a pronouncement against John personally. True, it does seem that John doubted, but he was in prison for a good deal of the time and there had previously been several people claiming to be the savior etc. Jesus was teaching a lot of crazy new ideas about greed, pride, respectability etc. He was getting into a lot of fights with the religious leaders. It must have sounded so mysterious to John sitting there in prison without being able to see firsthand what was happening.
I suspect the reason God didn't organize for John to start following Jesus as a disciple is precisely because John did too good a job being a spiritual leader for the people and it may have caused unnecessary confusion to see them together. God didn't want a situation where Jesus was constantly needing to correct people that he was the one they should be looking to and not John.