It might make more sense to have just one bookmark (or a content control) to receive the text then loop through the check boxes and fill the bookmark with the text associated with the bookmarks that are checked. This is easier to follow if you use the default names for the checkboxes e.g as follows. Note the checkbox and bookmark names are case sensitive.
Code:
Private Sub CommandButton1_Click()
Dim oCTRL As Control
Dim sText As String: sText = ""
Hide
For Each oCTRL In Controls
Select Case oCTRL.Name
Case Is = "CheckBox1"
If oCTRL.value = True Then
If sText = "" Then
sText = "Sentence 1"
End If
End If
Case Is = "CheckBox2"
If oCTRL.value = True Then
If sText = "" Then
sText = "Sentence 2"
Else
sText = sText & vbCr & "Sentence 2"
End If
End If
Case Is = "CheckBox3"
If oCTRL.value = True Then
If sText = "" Then
sText = "Sentence 3"
Else
sText = sText & vbCr & "Sentence 3"
End If
End If
Case Is = "CheckBox4"
If oCTRL.value = True Then
If sText = "" Then
sText = "Sentence 4"
Else
sText = sText & vbCr & "Sentence 4"
End If
End If
Case Is = "CheckBox5"
If oCTRL.value = True Then
If sText = "" Then
sText = "Sentence 5"
Else
sText = sText & vbCr & "Sentence 5"
End If
End If
Case Is = "CheckBox6"
If oCTRL.value = True Then
If sText = "" Then
sText = "Sentence 6"
Else
sText = sText & vbCr & "Sentence 6"
End If
End If
Case Is = "CheckBox7"
If oCTRL.value = True Then
If sText = "" Then
sText = "Sentence 7"
Else
sText = sText & vbCr & "Sentence 2"
End If
End If
Case Is = "CheckBox8"
If oCTRL.value = True Then
If sText = "" Then
sText = "Sentence 8"
Else
sText = sText & vbCr & "Sentence 8"
End If
End If
Case Is = "CheckBox9"
If oCTRL.value = True Then
If sText = "" Then
sText = "Sentence 9"
Else
sText = sText & vbCr & "Sentence 9"
End If
End If
End Select
Next oCTRL
'MsgBox sText
FillBM "BookMark_Name", sText
Unload Me
End Sub
You can then fill the bookmarks with the following function
Code:
Public Sub FillBM(strbmName As String, strValue As String)
'Graham Mayor - http://www.gmayor.com
Dim oRng As Range
With ActiveDocument
On Error GoTo lbl_Exit
Set oRng = .Bookmarks(strbmName).Range
oRng.Text = strValue
oRng.Bookmarks.Add strbmName
End With
lbl_Exit:
Set oRng = Nothing
Exit Sub
End Sub