First - Think Big
It happens all the time, and has happened for years. When a customer is evaluating new HR/Payroll software they ask questions in terms of how they do things today. In today's terms. Will the new software allow us to do 'x' in process 'y'? Maybe because the current software platform had to be customized to do 'x' and we want to make sure the new software can do that too. Or, maybe because that is all we know to ask, to frame questions in terms of what the current system does. Regardless, that approach misses a lot of opportunity.