1)

Why did he say "Ulai"? What is the Safek?

1.

Malbim: Perhaps Ravshake is merely his master's Shali'ach to revile. If so, Sancheriv should be punished.

2)

What is "Lecharef Elokim Chai"?

1.

Radak: He reviled Hashem, and said that He cannot save Yerushalayim.

2.

Radak citing Targum Yonasan: He shamed the nation of the living G-d.

3)

What is "v'Hochi'ach"?

1.

Rashi: Ravshake 'proved' (justified his words) via Sancheriv's successes.

2.

Radak (Melachim II, 19:4), Targum Yonasan: Hashem will rebuke (punish) for the words that He heard.

3.

Malbim: He 'proves' his blasphemy with claims - "where are the gods of Chamas

4)

What is the meaning of "v'Nasasa Sefilah Be'ad ha'She'eris ha'Nimtza'ah"?

1.

Malbim: The merit of Tefilah should help to save the remaining tribes that were not exiled yet.

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