Do I tell him that I'm upset that he didn't pay for my ring?

If it is important to you then I believe you deserve an explanation.  There could be many reasons why he didnt purchase the ring himself.  Maybe his mother gave him her ring to keep in the family.  Maybe he found the perfect ring for you, which he knew you would love but didnt have the finances.  Maybe the ring was even a gift from a friend or family member for the two of you...... and the reasons go on, but I believe open communication is always a key to a long lasting marriage.

The issue shouldn't be about whether he paid for it but whether you like it. It's important your engagement ring means something special to you both. If you're unhappy with an heirloom ring you certainly need to discuss this with him. We're sure he doesn't want you unhappy and honest communication is at the heart of every relationship. If you seek out a manufacturing jeweller you can often find a solution that suits you both by combining elements of the heirloom ring and your own design ideas.

If you can't tell him about how upset you are about this what hope do you have telling him if you're upset about after the marriage? Good communication habits start early in relationships and rarely change just because you're married.