Brian,
Is the ticker at the same level in the folder hierarchy as the cash symbol? They are automatically linked; I just re-tested it here and entering a dividend transaction automatically updates the cash balance. If you can send me your file to support@personalstockmonitor.com, and include the step-by-step to demonstrate this problem, I should be able to figure out what is happening.
Also, for faster response in the future, please ask software-related questions in the appropriate forums on the personalstockmonitor.com or personalstockstreamer.com web site, depending on which software you are using.