I wish I was wealthy too. Ha don’t we all? It’s not a unique desire.

I think if one wants to do reasonably well in life one has to make an effort. I understand you said he might have some learning difficulties but so do many others. There are ton of well paid jobs that don’t require college degree. I know some well off people who have no formal education but they work very hard at whatever trade they’ve learned. This one guy running moving business and easily make half a mil a year.

If he wants to follow his father and brother suit, he should. Might not be wealthy but might do well. He wants to be wealthy but won’t do nothing to even fully support himself.

Does he like his job? Hopefully he takes pride in it even if it doesn’t pay as much.

You said you are compatible in some ways. That’s a good sign. Sometimes people are very compatible yet are different people and some people are similar at their core yet are not compatible. Do you have a list in mind how compatible you are? And in what ways?