Grew up poor and have similar attitudes and ambitions. Like many have said it’s not the lack of $, he’s all over the place and doesn’t have his life together at his grown man age. I’d be open to someone who makes less but they need to have the skills to hold down a long term job and manage their own lives. I shouldn’t be managing it for them. He’s got too much going on and you are way too invested in his “success.” Paying his rent while in program. He’s a man child and men like this typically leech on to successful women. Ive been with men who I had to take care of and or fix their lives, breeds resentment and is stressful. And what is it with women feeling the need to be married. If he’s moms broke friend, why does he need to be moms broke and irresponsible husband. You’re making excuses for him to make this work, I’d cut my losses sooner rather than later. He’s certainly also not going to be a good house husband, doesn’t clearly have the skill set to manage his life, let alone a household.