ActiveDocument.SelectContentControlsByTitle("District Name")(1).DropdownListEntries.Clear

ActiveDocument.SelectContentControlsByTitle("District Number")(1).DropdownListEntries.Clear

Option Explicit
Private Sub Document_ContentControlOnExit(ByVal oCC As ContentControl, Cancel As Boolean)
Dim arrData() As String
Dim strData As String
Dim lngIndex As Long
  Select Case oCC.Title
    Case "Union District"
      With oCC
        If Not .ShowingPlaceholderText Then
          For lngIndex = 1 To .DropdownListEntries.Count
            If .Range.Text = .DropdownListEntries.Item(lngIndex) Then
              strData = .DropdownListEntries.Item(lngIndex).Value
              .Type = wdContentControlText
              .Range.Text = strData
              .Type = wdContentControlDropdownList
              Exit For
            End If
          Next lngIndex
        End If
      End With
     Case "Union Official"
      If Not oCC.ShowingPlaceholderText Then
        For lngIndex = 1 To oCC.DropdownListEntries.Count
          If oCC.Range.Text = oCC.DropdownListEntries.Item(lngIndex) Then
            arrData = Split(oCC.DropdownListEntries.Item(lngIndex).Value, "|")
            Exit For
          End If
        Next lngIndex
        With oCC
          .Type = wdContentControlText
          .Range.Text = arrData(0)
          .Type = wdContentControlDropdownList
        End With
        ActiveDocument.SelectContentControlsByTitle("Address").Item(1).Range.Text = Replace(arrData(1), "~", Chr(11))
        ActiveDocument.SelectContentControlsByTitle("Cell").Item(1).Range.Text = arrData(2)
        ActiveDocument.SelectContentControlsByTitle("EMail").Item(1).Range.Text = arrData(3)
      Else
        ActiveDocument.SelectContentControlsByTitle("Address").Item(1).Range.Text = vbNullString
        ActiveDocument.SelectContentControlsByTitle("Cell").Item(1).Range.Text = vbNullString
        ActiveDocument.SelectContentControlsByTitle("Email").Item(1).Range.Text = vbNullString
      End If
    Case Else
  End Select
lbl_Exit:
  Exit Sub
End Sub

Sub Document_Open()
Dim strWorkbook As String, strColumnData As String
Dim lngIndex As Long, lngRowIndex As Long, lngColIndex As Long
Dim arrData As Variant
Dim oCC As ContentControl
Dim bReprotect As Boolean
  Application.ScreenUpdating = False
  strWorkbook = "C:\Users\cbenco370e\Local 669 10 hour day notification data.xlsx"
  If Dir(strWorkbook) = "" Then
    MsgBox "Cannot find the designated workbook: " & strWorkbook, vbExclamation
    Exit Sub
    End If
  'Get the data. Change sheet name to suit.
  arrData = fcnExcelDataToArray(strWorkbook, "sheet2")
  Set oCC = ActiveDocument.SelectContentControlsByTitle("Union District").Item(1)
  'Populate the CC
  If oCC.DropdownListEntries.Item(1).Value = vbNullString Then
    'Assumes the CC has a placeholder "Choose Item" entry with no defined value. Preserve the placeholder entry.
    For lngIndex = oCC.DropdownListEntries.Count To 2 Step -1
      oCC.DropdownListEntries.Item(lngIndex).Delete
    Next lngIndex
  Else
    'Assumes no placeholder entry.  Simple clear list.
    oCC.DropdownListEntries.Clear
  End If
  For lngIndex = 0 To UBound(arrData, 2)
    oCC.DropdownListEntries.Add arrData(0, lngIndex), arrData(1, lngIndex)
  Next
  arrData = fcnExcelDataToArray(strWorkbook, "sheet2")
  Set oCC = ActiveDocument.SelectContentControlsByTitle("Union District").Item(1)
  If oCC.DropdownListEntries.Item(1).Value = vbNullString Then
    For lngIndex = oCC.DropdownListEntries.Count To 2 Step -1
      oCC.DropdownListEntries.Item(lngIndex).Delete
    Next lngIndex
  Else
    oCC.DropdownListEntries.Clear
  End If
  For lngRowIndex = 0 To UBound(arrData, 2)
  
    oCC.DropdownListEntries.Add arrData(0, lngRowIndex), arrData(0, lngRowIndex)
  Next
lbl_Exit:
  Application.ScreenUpdating = True
  Exit Sub
End Sub

Private Function fcnExcelDataToArray(strWorkbook As String, _
                                     Optional strRange As String = "Sheet2", _
                                     Optional bIsSheet As Boolean = True, _
                                     Optional bHeaderRow As Boolean = True) As Variant
'Default parameters include "Sheet1" as the named sheet, range of the full named sheet and a header row is used.
Dim oRS As Object, oConn As Object
Dim lngRows As Long
Dim strHeaderYES_NO As String
  strHeaderYES_NO = "YES"
  If Not bHeaderRow Then strHeaderYES_NO = "NO"
  If bIsSheet Then strRange = strRange & "$]" Else strRange = strRange & "]"
  Set oConn = CreateObject("ADODB.Connection")
  oConn.Open ConnectionString:="Provider=Microsoft.ACE.OLEDB.12.0;" & _
        "Data Source=" & strWorkbook & ";" & _
        "Extended Properties=""Excel 12.0 Xml;HDR=" & strHeaderYES_NO & """;"
  Set oRS = CreateObject("ADODB.Recordset")
  oRS.Open "SELECT * FROM [" & strRange, oConn, 2, 1
  With oRS
    .MoveLast
    lngRows = .RecordCount
    .MoveFirst
  End With
  fcnExcelDataToArray = oRS.GetRows(lngRows)
lbl_Exit:
  If oRS.State = 1 Then oRS.Close
  Set oRS = Nothing
  If oConn.State = 1 Then oConn.Close
  Set oConn = Nothing
  Exit Function
End Function