Hi @josh.linares-stanley. This solution may be a bit too simplistic, but here is a small iLogic rule that will allow you to pick a drawing view, then it gets the name of the design view representation it is currently set to, then adds that text to the beginning of the existing text of the view's label, on a line of its own, similar to where you have the image circled.
oObj = ThisApplication.CommandManager.Pick(SelectionFilterEnum.kDrawingViewFilter, "Select a drawing view.")
If IsNothing(oObj) Then Exit Sub
If Not TypeOf oObj Is DrawingView Then Exit Sub
Dim oView As DrawingView = oObj
oDVRepName = oView.DesignViewRepresentation
oView.ShowLabel = True
oView.Label.FormattedText = oDVRepName & vbCrLf & oView.Label.FormattedText
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Wesley Crihfield

(Not an Autodesk Employee)