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NM, I went with Application.Wait(1) and it's working fine. This is what I have so far:

 

Public Sub ReportUpdate()
 
   Dim oCommandMgr As CommandManager
    Set oCommandMgr = ThisApplication.CommandManager
   Dim oControlDef As ControlDefinition
    Set oControlDef = oCommandMgr.ControlDefinitions.Item("HSL:Cable:Edit_Nailboard_Sketch")
     Call oControlDef.Execute
    Set oControlDef = oCommandMgr.ControlDefinitions.Item("HSL:Cable:Generate_Report")
     Call oControlDef.Execute
   'Call wait(600)
   Application.wait (1)
    
    SendKeys ("{F10}")
    SendKeys ("{RIGHT 2}")
    SendKeys ("{ENTER}")
    SendKeys ("{ENTER}")
    SendKeys (" ")
    SendKeys ("C:\Vault Local\Report Configuration Files\Connector with Color.cfg")
    SendKeys ("{ENTER}")        
End Sub

 This gets me to the point of picking the config file but I can't select the item in the list once I pick that config to change the name of the output file. No amount of keyboard basing seems to get it. Any ideas? @A.Acheson