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I think you put him in a bad spot for asking him to help pay for your house repairs like that.
I would not take either answer he gives to your request as a sign he is too separate, or a tightwad, or isn't committed, or anything else unless you have asked him why he feels that way. He has already told you some of it. I would ask what feelings and thoughts are behind feeling like a financial doormat and what he thinks of the situation, and your reaction. It might just not be about you. :P
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"The question isn't who is going to let me, it's who is going to stop me." (Ayn Rand)
"The truth is that our finest moments are most likely to occur when we are feeling deeply uncomfortable, unhappy, or unfulfilled. For it is only in such moments, propelled by our discomfort, that we are likely to step out of our ruts and start searching for different ways or truer answers." (M. Scott Peck)
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