Hi! Here is a simple option. I used some ideas from a Guessed's code (
https://www.msofficeforums.com/179302-post6.html). You can modifiy the code to meet your needs. Maybe someone can suggest something more elegant.
Code:
Sub Repl_Digits_If()
'In the selected range, replace all single digits that start
'specifically indented paragraphs with asterisks.
Dim oRng As range
Dim oPar As Paragraph
Dim arrText() As String
Dim oDgt As range
Application.ScreenUpdating = False
Set oRng = selection.range
arrText = Split("zero one two three four five six seven eight nine", " ")
For Each oPar In oRng.Paragraphs
If oPar.range.ParagraphFormat.FirstLineIndent >= 0.5 And _
oPar.range.Characters(1) Like "[0-9]*" And _
oPar.range.Characters(2) Like "[!0-9]*" Then
Set oDgt = oPar.range.Characters(1)
oDgt.text = arrText(oDgt.text)
oDgt.Font.ColorIndex = wdBrightGreen
End If
Next oPar
Application.ScreenUpdating = True
Set oRng = Nothing
End Sub