Will the Real Yishmael Please Stand Up?

Yishmael has several traits ascribed to him in the Chumash itself, and what emerges from the text is an ambiguous picture. What do we see in Chazal?

The repeated use of the word מצחק in the parshiyot involving Yitzchak.

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Delivered at the OU Israel Center, November 7th, 2018 (29 Marcheshvan 5779)