I would query what seems to be the OP’s underlying assumption, namely that it ought to have been obvious to everyone in Judea that Jesus was fulfilling the OT prophecies about the Messiah.
The Catholic Church does not agree.
Christian faith recognises the fulfilment, in Christ, of the Scriptures and the hopes of Israel, but it does not understand this fulfilment as a literal one. Such a conception would be reductionist…Jesus is not confined to playing an already fixed role — that of Messiah — but he confers, on the notions of Messiah and salvation, a fullness which could not have been imagined in advance; he fills them with a new reality; one can even speak in this connection of a “new creation”. It would be wrong to consider the prophecies of the Old Testament as some kind of photographic anticipations of future events. All the texts, including those which later were read as messianic prophecies, already had an immediate import and meaning for their contemporaries before attaining a fuller meaning for future hearers. The messiahship of Jesus has a meaning that is new and original.–The Jewish People and their Sacred Scriptures in the Christian Bible, www.libreriaeditricevaticana.com
“it ought to have been obvious to everyone in Judea that Jesus was fulfilling the OT prophecies about the Messiah.”–The Pontifical Biblical Commission doesn’t agree with you and neither do the Jews.
The Jewish concept of the Messiah did not come from the Old Testament.
While it is true that Jews use texts from the Jewish Bible and apply it to the Messiah, the concept came not from these texts themselves but from the situation that developed after the Hasmonean dynasty had begun ruling. The Hasmoneans are the kings that ruled after the events that sparked the first historical Chanukah.
The Hasmoneans were not descendants of David and thus not a continuation of the Davidic dynasty. Eventually the Hasmonean dynasty became corrupt and itself became infiltrated with what would eventually become the foundation of the Herodian empire, the puppet-kings of the Romans.
The oppression and suffering that developed during this period of political intrigue created a yearning for the up-rise of the original Davidic dynasty. The sages of Judaism pointed to the Jewish Bible texts that spoke of how this dynasty was to continue indefinitely.
This created an expectation of a future king or “anointed” one in the line of David that would restore these promises in the Scriptures. The timing, however, was very late in Jewry, several hundred years before Christ. It was still developing during the time Jesus of Nazareth was engaged in his ministry and to some degree has yet to stop in its development today.
It should be noted that there are no Old Testament/Jewish Bible texts that mention a figure called “the Messiah.” None of the Hebrew texts state that the individual spoken of, even when the person is identified as a son of David, as the Messiah that Judaism hopes for. The reason? The concept did not exist until after the age of the prophets.