I don't know whether disabling (or enabling) password caching is your solution.
click here for instructions on disabling password caching.
If your problem is OE does not seem to remember your password, and so every time you have to re-enter it, there is an article on that as well. click here
Don't know if any of them is the solution you want. But remember to follow the instructions to back up the registry key you're going to change first before making any changes. Make sure the key is highlighted when you choose to export the registry key.
To restore the backed up registry key, right click the .reg file and select Merge.
Also, create a restore point before you do anything, as an additional safeguard.