Do you make more $ than your fiance?

Silly? No...it's an issue to discuss and identify, but nothing to worry about...I think...

I made about $10K less than my husband until this past summer. I received a bonus that was 30% of my base pay and a 15% raise. Base salary wise, we're on the same level but my bonus put me over the top. While he was most supportive of me , this did cause him to reflect on his own career in a very significant way. There were a few indirect fights from the backlash but in the end, we both benefit from whatever money comes in the door...so more power to us.

It is a very delicate matter - as modern thinking as he can me, I think most men are conditioned that they are to be the breadwinners and need to support their wives....esp. when planning a family. It can cause an internal conflict in them and that in turn can dramatically affect your marriage.

It is good you're both talking about it. If he wants to improve himself, then perhaps reach out and find ways through which you can support him in his efforts. I.E. pursuing a degree, specialized training, career change.....