Dougg, you're ignoring the plain meaning of the Tanach. Just in case you missed this (because you made no comment on it). . .

From an article (I think) by Shlomo Ishtov:

Daniel is standing in Babylon in the first year of Darius the Mede, which is 3390. The first prophecy has just been fulfilled. Babylon is gone. A new king sits on the throne. Because Daniel thought both of these prophecies ran simultaneously, he thought that the restoration and rebuilding of the Temple should be occurring this year. Gavriel explain this to him.

Quote:
From the going forth of the WORD to restore and rebuild Jerusalem until the coming of an anointed ruler will be seven weeks.


This is the word of Jeremiah. It is G-ds word through his prophet. Lets look at how this story develops throughout the Tanach.

Quote:
Jeremiah 29:10
For thus saith HaShem: After seventy years are accomplished for Babylon, I will remember you, and perform My good
word toward you, in causing you to return to this place.


The word of Jeremiah is given just before the destruction of the Temple. This is also apparent from the next verse.

Quote:
Daniel 9:2
In the first year of his reign, I, Daniel, contemplated the calculations, the number of years about which the word of HaShem had come to the prophet Jeremiah, to complete the seventy years since the destruction of Jerusalem.


The word of Hashem in the mouth of Jeremiah does not come, nor is it calculated from the subjugation of Jerusalem, but rather from the destruction of Jerusalem and the Temple.

Quote:
Daniel 9:25
Know and comprehend: From the emergence of the
word to restore and to build Jerusalem until an anointed prince will be seven septets; and for sixty two septets it will be rebuilt, street and moat, but in troubled times.


Quote:
Ezra 1:1
And in the first year of Cyrus king of Persia, that the
word of the HaShem by the mouth of Jeremiah might be fulfilled, the HaShem stirred up the spirit of Cyrus king of Persia, so that he issued a proclamation throughout all his kingdom, and put it also in writing


It is Cyrus who fulfills the
word of Jeremiah; it is not Cyrus who makes it. This is why the mistranslation of davar as commandment is so confusing. The calculation was to start before Daniels time in Babylon, not afterward. If it starts afterward at some unspecified point, then it is impossible for Daniel to understand.

And in case you were not sure that it this word was fulfilled by Cyrus, we can recap all of the above verses with this synopsis in Chronicles.

Quote:
2nd Chronicles 36:21-23 To fulfill the word of HaShem by the mouth of Jeremiah, until the land had enjoyed her Sabbaths; for as long as she lay desolate she kept Sabbath, to fulfill seventy years. And in the first year of Cyrus king of Persia, so that the word of HaShem spoken by the mouth of Jeremiah might be accomplished, HaShem stirred up the spirit of Cyrus king of Persia, and he made a proclamation throughout all his kingdom, and put it also in writing, saying: Thus said Cyrus king of Persia, All the kingdoms of the earth has the HaShem G-d of heaven given me; and he has charged me to build Him a house in Jerusalem, which is in Judah. Whoever is among you of all his people, HaShem his G-d be with him, and let him go up!


An apologetic is often put forward by Evangelical Chrstians that Daniel 9:25 states that Jerusalem will be rebuilt and not the Temple. The mashiach spoken of in this verse is Cyrus. The Hebrew bible specifically names Cyrus as this Mashiach, and clearly shows that it is he would rebuild the city of Jerusalem and the Temple.

Quote:
Isaiah 44:28 Who says of Cyrus, He is my shepherd, and shall perform all my pleasure; and saying to Jerusalem, You shall be rebuilt; and to the temple, Your foundation shall be laid.


Cyrus will give the decree to rebuild Jerusalem and the Temple in order to fulfill the word of Jeremiah, prophet of HaShem.

Quote:
Isaiah 45:1
Thus says Hashem to his messiah, to Cyrus, whose right hand I have held, to subdue nations before him; and I will loose the loins of kings, to open before him doors and gates; and the gates shall not be closed



Cyrus is the anointed prince of Daniel 25, Cyrus is called mashiach by G-d.

Quote:
Isaiah 45:13
I have raised him up in righteousness, and I will direct all his ways; He shall build my city, and he shall let go my captives, not for price nor reward, says the L-rd of hosts.<
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Thanks R' Ishtov