Email alert when posting retry threshold is exceeded

On a number of occasions web orders placed by customers are not posted successfully to our ERP system (Interprise). It would be useful to be alerted when the retry count exceeds a defined threshold (i.e. 10) so that the issue can be investigated promptly. This will avoid a situation where a customer enquires about their order, only to be told the order was not received (despite them already receiving a confirmation email).