The term “messiah” is used 39 times in the T’nach. It means “anointed one” and it refers to kings and priests.
In the case of Cyrus it refers to a non-Jewish king. The evil messiah who is cut off from G-d at the end of the 490 years (as mentioned in Daniel 9:26) could have been Herod Agrippa, or even Titus (who became the anointed emperor of Rome).
How do we know this second messiah was evil? Because Daniel tells us that he will be כרת / kareit -- cut off. The term כרת / kareit means someone who has done something so evil that he is cut off from G-d and from the Jewish people. Missionaries who wish to insist that Daniel 9 is speaking of Jesus (as at least one of the messiahs) should ask themselves "was Jesus so evil that G-d would have cut him off from knowing Him?"
If not, Daniel 9:26 cannot be speaking of Jesus.
When Daniel 9 uses the term "messiah" there is no definite article (the word "the") used at all, even though some Christain translations including the King James Version say "the messiah."
@ metis
@ Anointed one
The lack of a definitive article (messiah but not “the” messiah) indicates that this second anointed one (messiah) could refer to several different anointed subjects. King Herod Agrippa the last King of Judah (Kings are considered anointed as it says in 1 Chronicles 11:3).
He was killed during this time (around 44 CE). Messiah could also refer to the last High priest (priests are anointed as seen in Vayikra / Leviticus 4). There was also Titus (Emperor) who made a treaty with the Jewish nation for seven years, but for the second half of the term the Romans would violate that covenant and impede the Temple service.