I think the question you're posing here is whether "an/the anointed one" is an individual or corporate entity. Let's plug in both to see which is a better fit:
Daniel 9:24-26[brackets mine; with "Israel" inserted]
24 Seventy weeks are determined upon thy people [Judah/Jews] and upon thy holy city, to finish the transgression, and to make an end of sins, and to make reconciliation for iniquity, and to bring in everlasting righteousness, and to seal up the vision and prophecy, and to anoint the most Holy.
25 Know therefore and understand, that from the going forth of the commandment to restore and to build Jerusalem unto [Israel] shall be seven weeks, and threescore and two weeks: the street shall be built again, and the wall, even in troublous times.
26 And after threescore and two weeks shall [Israel] be cut off, but not for [Itself] and the people of the prince that shall come shall destroy the city and the sanctuary; and the end thereof shall be with a flood, and unto the end of the war desolations are determined.
A couple of problems with this take:
1) This doesn't fit because it was a prophecy for Daniel's people, Judah (the southern house; the Jews) not the northern house of Israel. Recall that only Ephraim & Manasseh had the right to bear the name Israel (given to Joseph's youngest son upon the death-bead of Jacob).
Genesis 48:16
16 The Angel which redeemed me from all evil, bless the lads; and let my name be named on them, and the name of my fathers Abraham and Isaac; and let them grow into a multitude in the midst of the earth.
From this point forward, only the northern house is either known as Ephraim or Israel, while the southern house is known as Judah until Messiah rejoins them back together himself as written in Ezekiel 37.
2) It doesn't make sense for verse 25 to go into detail about Israel returning with Judah (following the summary given in verse 24) only to be re-scattered and desolated again, because the rejoining of both houses by the Messiah was supposed to follow the resurrection as detailed in Ezekiel 37, the famous "valley of dry bones" chapter...which precedes the Gog/Magog war after they return to their land (Chapters 38& 39). This is still future.
Ezekiel 37:10-11
10 So I prophesied as he commanded me, and the breath came into them, and they lived, and stood up upon their feet, an exceeding great army.
11 Then he said unto me, Son of man, these bones are the whole house of Israel: behold, they say, Our bones are dried, and our hope is lost: we are cut off for our parts.
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Daniel 9:24-26[brackets mine; with "an anointed one" inserted]
24 Seventy weeks are determined upon thy people [Judah/Jews] and upon thy holy city, to finish the transgression, and to make an end of sins, and to make reconciliation for iniquity, and to bring in everlasting righteousness, and to seal up the vision and prophecy, and to anoint the most Holy.
25 Know therefore and understand, that from the going forth of the commandment to restore and to build Jerusalem unto [an anointed one] shall be seven weeks, and threescore and two weeks: the street shall be built again, and the wall, even in troublous times.
26 And after threescore and two weeks shall [that anointed one] be cut off, but not for [himself] and the people of the prince that shall come shall destroy the city and the sanctuary; and the end thereof shall be with a flood, and unto the end of the war desolations are determined.
This take is perfectly acceptable because it still would point to an anointed one who appeared in the 1st century. Also, note that the initial time-frame says, "from the decree/command to restore & rebuild Jerusalem until an anointed one". it doesn't say, "from the restoring & rebuilding of Jerusalem until an anointed one". Giving the decreed doesn't mean rebuilding immediately started.
Well, the last week wouldn't be AD 33-40, but AD 27-34. Notice that the text says, "from decree...until Messiah (or an anointed one)". The text doesn't say, "from decree...until Messiah (or an anointed one) is cut off". It's implication is 'from the giving of decree until the appearance of anointed one'.
^ This take also matches the record of the Messiah ministering during the 46th year of Herod's temple expansion.
Daniel 9:24-26[brackets mine; with "Israel" inserted]
24 Seventy weeks are determined upon thy people [Judah/Jews] and upon thy holy city, to finish the transgression, and to make an end of sins, and to make reconciliation for iniquity, and to bring in everlasting righteousness, and to seal up the vision and prophecy, and to anoint the most Holy.
25 Know therefore and understand, that from the going forth of the commandment to restore and to build Jerusalem unto [Israel] shall be seven weeks, and threescore and two weeks: the street shall be built again, and the wall, even in troublous times.
26 And after threescore and two weeks shall [Israel] be cut off, but not for [Itself] and the people of the prince that shall come shall destroy the city and the sanctuary; and the end thereof shall be with a flood, and unto the end of the war desolations are determined.
A couple of problems with this take:
1) This doesn't fit because it was a prophecy for Daniel's people, Judah (the southern house; the Jews) not the northern house of Israel. Recall that only Ephraim & Manasseh had the right to bear the name Israel (given to Joseph's youngest son upon the death-bead of Jacob).
Genesis 48:16
16 The Angel which redeemed me from all evil, bless the lads; and let my name be named on them, and the name of my fathers Abraham and Isaac; and let them grow into a multitude in the midst of the earth.
From this point forward, only the northern house is either known as Ephraim or Israel, while the southern house is known as Judah until Messiah rejoins them back together himself as written in Ezekiel 37.
2) It doesn't make sense for verse 25 to go into detail about Israel returning with Judah (following the summary given in verse 24) only to be re-scattered and desolated again, because the rejoining of both houses by the Messiah was supposed to follow the resurrection as detailed in Ezekiel 37, the famous "valley of dry bones" chapter...which precedes the Gog/Magog war after they return to their land (Chapters 38& 39). This is still future.
Ezekiel 37:10-11
10 So I prophesied as he commanded me, and the breath came into them, and they lived, and stood up upon their feet, an exceeding great army.
11 Then he said unto me, Son of man, these bones are the whole house of Israel: behold, they say, Our bones are dried, and our hope is lost: we are cut off for our parts.
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Daniel 9:24-26[brackets mine; with "an anointed one" inserted]
24 Seventy weeks are determined upon thy people [Judah/Jews] and upon thy holy city, to finish the transgression, and to make an end of sins, and to make reconciliation for iniquity, and to bring in everlasting righteousness, and to seal up the vision and prophecy, and to anoint the most Holy.
25 Know therefore and understand, that from the going forth of the commandment to restore and to build Jerusalem unto [an anointed one] shall be seven weeks, and threescore and two weeks: the street shall be built again, and the wall, even in troublous times.
26 And after threescore and two weeks shall [that anointed one] be cut off, but not for [himself] and the people of the prince that shall come shall destroy the city and the sanctuary; and the end thereof shall be with a flood, and unto the end of the war desolations are determined.
This take is perfectly acceptable because it still would point to an anointed one who appeared in the 1st century. Also, note that the initial time-frame says, "from the decree/command to restore & rebuild Jerusalem until an anointed one". it doesn't say, "from the restoring & rebuilding of Jerusalem until an anointed one". Giving the decreed doesn't mean rebuilding immediately started.
Well, the last week wouldn't be AD 33-40, but AD 27-34. Notice that the text says, "from decree...until Messiah (or an anointed one)". The text doesn't say, "from decree...until Messiah (or an anointed one) is cut off". It's implication is 'from the giving of decree until the appearance of anointed one'.
^ This take also matches the record of the Messiah ministering during the 46th year of Herod's temple expansion.
But he is speaking for all Israel, not just the Southern Kingdom. More to come.
7 “Lord, you are righteous, but this day we are covered with shame—the people of Judah and the inhabitants of Jerusalem and all Israel