Starting yesterday, I have $ sign in front of each of the options on the start up screens and I see them in the Skills Menu as well.

I updated two mods yesterday and have disabled both to see if either was causing it, but it was still occuring.

Anyone have any ideas?

The usual cause for this is the Translate_ENGLISH.txt file in the Skyrim\data\interface folder is missing.

Try verifying the cache through Steam.