Re: A Question for my friend, Fenris
Your friend huh? 
This actually came up in a discussion here not too long ago.
I think sometimes we have to remove from ourselves the understanding that we have because we've read the whole bible, and try to see the message as the Hebrews in the desert saw it.
Up until that point in time, to their knowledge, God had used only one person as a spokesman on this earth: Moses. Now, maybe Moses would be the only spokesman that God would ever use. This was a new phenomena after all. So Deuteronomy 18 is a message to them and future Jews: Moses will not be the last person God uses to communicate with them. There will be others. It's not about any one specific prophet, but rather about prophecy in general.
So on to your questions:
1. How do you, as a Jew, envision this prophet as a future person?
It's not any one person, but prophets in general.
2. In what way, and to what extent, will those who do not heed his words, be punished?
The punishment is unspecified.
3. Does your view generally reflect that held by most Orthodox Jews today?
...I guess? Judaism is generally more concerned with what God wants us to do than in how we are to understand some prophecy or another. So the law gets much more discussion than a verse like this, which has no practical ramifications at this point in time.
Hear the word of the Lord, O nations, and declare it on the islands from afar, and say, "He Who scattered Israel will gather them together and watch them as a shepherd his flock."
Jeremiah 31:9
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