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In Othello, what weakness of Cassio's does Iago exploit?

Quick answer:

Iago exploits Cassio's weakness for alcohol to manipulate him. In Act II, scene iii, despite Cassio's admission of having "very poor and unhappy brains for drinking," Iago persuades him to drink. This results in Cassio becoming drunk, engaging in a brawl, and ultimately being stripped of his position by Othello. Iago's manipulation of Cassio's drinking problem is a critical part of his scheme to create chaos and advance his own agenda.

Expert Answers

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If there's one thing that Iago seems to have a nose for, it's another character's weak spot.  With Cassio, the weakness is alcohol.  In Act II, scene iii, Cassio is invited by Iago to drink heartily with his fellows:

Iago

. . .Come, lieutenant, I have a stoup of wine and here without are a brace of Cyprus gallants, that would fain have a measure to the health of black Othello.

Cassio

I have very poor and unhappy brains for drinking. . .

Iago

. . .but one cup.

Cassio

I ha' drunk but one cup tonight, and . . .behold what innovation it makes here:  I am unfortunate in the infirmity, and dare not task my weakness with any more.

But, of course Iago convinces him to drink, which leads to a brawl, which leads to Othello stripping Cassio of his position.

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