As part of our study on the applicability of the Stages of Growth for e-Business (SOGe) model to chart the progression of e-business maturity in Small and Medium Enterprises (SMEs), we encountered several interesting issues that act as “triggers” and drivers that influence the rate of an organisation’s e-business progress. Most prevalent of these issues are the perceived business value of the proposed IS/IT or e-business initiative(s) as well as the result of the previous IS/IT or e-business engagement. This paper outlines the importance of perceived and realised business value of IS/IT or e-business when an organisation decides to embark on its e-business journey. Most importantly, top management of the organisation need to be convinced that the proposed e-business initiative will bring value, whether it is tangible or intangible, to the organisation..Lastly, the paper also advocating the need of benefits management as a way of ensuring the realisation of the perceived benefits or value of the e-business initiative.