I'm "will break rules"
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I like this theory, but Kim does it to Jimmy in Better Call Saul, too. I think the writers just like the trope even though they should know better at this point.
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I mean, IRL, it'd also be a good rhetorical/symbolic trick to get someone to trust you more. Even if it's not actually NECESSARY, telling them that exchanging that dollar has forged a pact, etc, I can see being very influential, in a 'headology' sort of way.
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I think it's more so that he doesn't have to lie to a judge about it, since technically he's under retainer, but also it puts the other party at ease, which is particularly important to him when the client is a possibly violent criminal...
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