I dated a guy the same way. I think that money smarts and the ability to see long-term is something you're taught as a child and it's either something you have or you don't. I've never met anyone who is bad with money ever learn to be good with money. Not to say that it can't happen, but I've never seen it.
I think you know what you need to do. You've given 10 reasons why you should let him go and move forward and only one or two as to why you should stay. (and even then, that comes with 'work')
If you have your head on straight and you know what you want and what you need to get there, then don't waste anymore time with someone who doesn't have the same goals as you. Life is too short. You don't want to wake up when you're 35 and paying his car payment, going to work everyday while he's working some service job with no moitvation to better himself.
You can still care about him and wish the best for him but don't drag yourself down to mother a man who lacks motivation and the ability to have long-term goals. It's just not worth it. Believe me. I did it for 6 years. 6 years I'll never get back and now everyone my age is married with kids and I'm by myself because I spent so long trying to make something work that was doomed from the beginning.




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