you wont be able to accomplish this with security assist rules.
you will need to create recordsets to accomplish this.
you will need a separate recordset for each check. you can then use the standard dreamweaver show region behaviors to show the errors if the recordsets are empty.
this is not something i can offer extensive support for, if you need assistance creating this, i would suggest signing up for a premiere ticket where we could work with you in a one on one screen sharing session.