I think I managed to get it, however I can spot a potential issue. This macro enabled document will be uploaded and integrated into document storage and processing software (CCH accounts production and file management) for other users to use. The code has a reference to my local machine C drive... I will test it out tomorrow and see what pans out, but all looks great now.
Code:
Select Case aCC.Title
Case "Title"
If aCC.Type = wdContentControlCheckBox Then
sTag = aCC.Tag
Set aCC2 = ActiveDocument.SelectContentControlsByTitle("Title1")(1)
With aCC2
If aCC.Checked Then
Application.Templates( _
"C:\Users\XXXXXXXX\AppData\Roaming\Microsoft\Templates\Normal.dotm"). _
BuildingBlockEntries("FINANCE").Insert Where:=aCC2.Range, RichText:=True
Else
aCC2.SetPlaceholderText Text:="Blank"
aCC2.Range.Text = ""
End If
End With
End If
End Select