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My roomate is a real estate agent so he was taking care of all of this....Then last week he tells me he is giving the landlord a 45 day notice any day now, and we will have to move out December 1st.

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Like 99.9% of tenant/landlord problems this one boils down to the old "I let other people dictate the terms and conditions of my living arrangement and then - this is the totally unforeseeable part - I got screwed! Can you believe it?!?! So who has ideas?"

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Are you stupid or trolling?

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Just stupid.

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I mean, was he supposed to handcuff himself to his roommate and walk with him to the landlord's office so that he could be certain his roommate turned in the lease?

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I'm not sure what you usually do with your roomates but I usually don't handcuff myself to them under any circumstances. But if that's your thing, we'll that's your thing.

As for REALLY IMPORTANT DOCUMENTS like leases, I sure as hell don't just give it to someone and assume that everything is fine. Standard operating procedure for anybody should be to have a rock solid paper trail of copies of leases and correspondence signed by you and the landlord and any tenants so that you don't end up in a terrible undefendable position. It's not trolling to tell someone "you are suffering the consequences of not taking something seriously enough". Sometimes you have to nit it up to protect yourself against the doucebags of life.