One thing to keep in mind is that hired guns are paid to be nice to you.
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What is an appropriate way to setup a meeting outside of work in these scenarios.
In the scenario you were in, if for example you had shown knowledge of the downtown area in the convo you might close with something like "I know a couple of nice condos down there, I don't want to be inappropriate this is a work setting but u seem cool, why don't u put your # down on the back of your card and i'll text you, i'll walk you by them sometime and maybe let you buy me a coffee to thank me afterward".