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[quote=Anonymous]I worry that my brother-in-law is headed down a similar path, minus the drug use.  He is very charming and funny, but he has no real career prospects and doesn't take responsibility for his actions.  This past fall he married a lovely women who has a great career, hopefully he can lean on her for the rest of his life, sad as that is to say.  His parents, grandmother, and my husband have bailed him out financially so many times.  He is very entitled and loves living a very lavish, big lifestyle.   I get so frustrated that my husband enables him so much, since his financial problems are entirely his own making.

For the past year he has been working for a friend and we just learned that he has not been employed as a proper employee, rather his friend just writes him a check each month and doesn't take out state or federal taxes.  He never paid estimated taxes, so he owes taxes for the entire year.  I would be SHOCKED if he has enough in savings to cover it.  He and my husband purchased a property together before we met, and they rent it out currently.  It worries me that we are tied financially to someone who is so irresponsible.  And of course, my brother in law managed to NOT be put on the mortgage, but his name is on the title to the property, so he carries none of the risk of the investment.  If he doesn't pay his taxes eventually the IRS could put a lien on the property.

I have talked to my husband about it but he is very defensive of his brother.  We have not been asked for any real financial assistance since we got married, but I am making it clear to my husband that we won't help him out barring any major unforeseen circumstance.  [/quote]

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