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Technically speaking, yes you would be enabling.  That being said, its about what you can live with.  My wife and I fought with this particular issue ourselves although it wasn't nearly this bad weather wise at the time.  In the end, we co-signed a six month lease for our son rather than allow him to be homeless.  This was done when he had employment and with the agreement that he would be paying the rent himself.  Less than a week after co-signing the lease our son quit his job.  He never got another and never paid any rent.  We ended up eating the whole six months rent but it did get us to summer where his mom had no issue with telling him to sleep in the park, rain wont kill you.  We put the stipulation on the co-signing that if he screwed us on it we would never do that for him again.  We've stuck to that.  Do what you need to do to get YOU through the day and eventually, hopefully, you will be in a place where you can allow him to suffer the consequences of his actions.  Unfortunately, this is the only way he will ever learn from his mistakes.


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