Originally Posted by hhalpern
This is a problem with the currency key. I had a user who had the same problem. You can get the dollar sign by using pressing the symbol key and then Z. THat worked for my user.
This should work. I use the $ in my password as well and I've run into this when upgrading the OS. The currency key is not set, therefore it doesn't insert anything. Using the Symbol key and selecting $ (Z) will enter the password correctly.