I’m a seasoned RPW (been on this sub for many years) in a LTR for over 2 years. It’s so far very good and committed, and we have discussed marriage in detail. Except I’m struggling with a recurring conflict that has popped up recently. Im looking for a solution other than to break up, but am seriously considering it. I’m back on this sub for sound advice.

Basically my partner grew up poor and has a mentality of operating in the grey areas of the law in order to save on money. It does not seem outright illegal, but makes me very uncomfortable because he seems to brag about how clever he is in finding these loopholes. An example is exploiting a flaw in someone’s website (not hacking) in order to register and apply 50% off promo codes. Another example is editing his address on official documents to show a different location, in order to get a discount (not actually submitting the document through an official portal but the equivalent of photo shopping your bank address, flashing it at Walmart to get a discount).

I don’t know if I’m overreacting but the way he rationalizes it and brags about it makes me think he is susceptible to eventually committing actual fraud. I am very worried and he says once he is rich he will no longer do such things.

I see this as a moral issue. Everything else with us is good but we differ a lot on this. I’m also worried because instead of spending his smarts on working hard, he is instead using his smarts to cut corners like this. I love him but I’m worried for our future, because he doesn’t seem to have a long term plan for himself financially. I don’t need ambition but the reliability aspect in terms of financial planning doesn’t seem to be there. He never finishes what he starts and hangs out with friends who seemingly ditches their joint projects midway.

This also seems to be a recent event rather than a red flag I saw at the start, and he’s failed at a couple of things lately. So I can’t tell if this is just a phase, or a red flag. I’ve spoken to him about it and he understands but thinks I take life too seriously, and is starting to call me annoying. I’m really worried. What should I do?

Again I stress, everything else is good and he’s really loving towards me.