I do something similar with my Mac, Parallels and Quicken. In the Parallels Configuration editor there is a setting for Auto Start. In the Configuration Editor check the box for "Autostart VM when configuration is loaded". Thus, when you click on the Parallels Icon it will start and automatically load your guest OS. When in Windows, drag the Microsoft Money 2005 executable into the startup pane to automatically load Microsoft Money.
Let me know if you need more instruction. What you want is fairly easy to do.