Colin,
For your questions, I suggest you create a custom button. When the user click this button, you can call you own javaScript then post back the form.
For example:
<script>
function MyCustomButton ()
{
//run your own script here.
alert("Hello");
// get the cute editor instance
var editor1 = document.getElementById('<%=Editor1.ClientID%>');
editor1.ExecCommand("PostBack");
}
</script>
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