Measuring the success of different digital transformation efforts across organisations requires firms to use a range of different measures in order to quantify a range of different outcomes (e.g., commercial benefits, efficiency, risk reduction, productivity etc.). A key, undermeasured outcome is that of the commercial benefits, where firms are not currently able to successfully measure the increased ability to find prospects, win new business and cross sell products to existing clients. In this article, Mark Webb explores how firms measure commercial value and how firms can move away from measuring Digital in an Analogue way.