Though it may make you cringe, you should ask him how much he makes. Dont guess based on his firm or industry. Assumptions wont cut it. Find out exactly how much hes taking home every paycheck to get a sense of what his money situation is like now. He may be up for a promotion, but what if he doesnt get it? This cuts both ways, though. Youll both need to see how much the other is bringing in to even begin a reasonable discussion about what you can and cant afford as a couple.
Student loans, who doesnt have them? But five maxed-out credit cards is another story one he better have an explanation for. Of course youll want to know exactly how much he owes. But more important is the issue of whether hes paying it down. No plan in place should be considered a billowing red flag. You dont want your credit suffering because his has.