I have two GUI wallets (or accounts to be more accurate) on my Windows PC. I can be up to date with the daemon in one, but when I open the other account, the daemon is far behind. Is this normal behavior or is it there an issue here that can be corrected? Thanks in advance.
Your question is contradicting itself. The same daemon cannot be up-to-date and far behind at the same time. It is either one or the other for both wallets. What is most likely, as Jaquee hinted at, is that one of the wallet synchronizations is far behind (thus not the daemon). When connected, you should give it time to catch-up.
It is definitely possible to open multiple wallets using the same daemon (one after another with the GUI, or simultaneously with the CLI).