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Situation 805: “This house guest has over stayed their welcome and they gotta go!”

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Hey guys! what do you think we should do? My roommate’s friend has been staying with us for the last couple of months while he gets back on his feet. He’s a nice enough guy, but he is hopelessly unable to do anything to help get himself into a better place. Even though he has no place to go, we just can’t have him live here anymore, but I’m having a hard time with just kicking him to the curb. I don’t want to be cruel, but what else can I do? We can’t hold his hand through life. How can I get him out of here and not feel racked with guilt over it?

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