So unsure 728 Posted January 5, 2018 Share Posted January 5, 2018 Dating same guy for 5 years. We’ve had our ups and downs but mostly about his poor financial judgments. I’m 60 and he is 65. I’m financially settled with assets and a good job. Each time we’ve broken up we reconcile very soon because we love each other. But I made it clear to him I cannot live with him if he can’t take care of himself financially. We still each have our own places to live. He says as soon as he gets a job he wants to marry me but I don’t think I’d ever do that only because I’m concerned about his finances and his financial judgments. I have myself and 2 adult kids to support (my kids aren’t established or married yet). He lost his job last May and used all his unemployment. In a month he starts to get social security but realizes he still needs to work. I’ve helped him a lot to find a job. He did get a job in retail only to quit after 2 weeks because he hated it. I feel like I need to keep pushing him to get a job. He knows I won’t wait forever. Part of the issue is that he has a felony conviction for white collar crime so many employers won’t give him the job plus his age. I’ve already waited 7 months and this situation is very stressful for me but I really don’t think as much for him. Do I wait or cut my losses? At this age time is getting short and I feel that if he really wanted to find a job he would have. Link to comment
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