E.S.
Wow, that is tough! As soon as we were married, my husband and I just put everything into one account and I took over "paying" the bills/balancing the checkbook. It was such a relief to not have to worry about who was paying for what or splitting things. We do have rules though. Like big items are always discussed first. Plus, any interest you earn/savings adds up faster when it's all in one account.
Now, the bringing it up to hubby part. I personally sometimes find it difficult to bring touchy subjects up with my husband. If you're really having a hard time talking to him about all of this, maybe it wouldn't hurt to write him a letter? Sometimes we're unable to "hear" everything our spouses are saying because our own thoughts get in the way or we interrupt them. If it's all written down, maybe he'll pay more attention?
Even though my hubby and I don't split our finances, we can still sometimes feel like roommates, too! It's not always about the money. My hubby and I just recently had a long heart-to-heart because we've been feeling distant lately. And guess what? We discovered that we were both having similar feelings. He was afraid I was feeling "stuck" in the relationship, and I thought he was the one who felt "stuck." Really, we both wanted "in," but we realized we hadn't been spending enough quality time together to know it. Even if we're sitting in front of the TV together every night, or we're in the same room but one of us is on the computer, etc. it's not like we're really spending quality time together. So we decided to make Tuesday night OUR night. I was looking forward to it all day yesterday. After our son was in bed, we talked about our days, I gave hubby a much needed back rub, and then we played board games. It was fun and it felt like we were reconnecting again. It's so easy to get wrapped up in the daily grind and look over at your spouse and think, "who is that person? do I even know anymore?" Maybe if you make the first move in a positive way, your hubby might appreciate it and respond back in a positive way.
May God bless you and watch over you and your family!