SMEs have been looking at expanding their market share by extending beyond their geographical boundaries and this is where electronic business has come to the forefront. The path to e-business adoption is ridden with barriers and understanding these along with the benefits it offers to SMEs is important. This chapter has reviewed the existing literature of barriers and benefits of e-business adoption by SMEs to identify the various enablers that can facilitate adoption. The chapter also provides an insight into e-readiness and analyses six existing tools that are used globally to measure e-readiness. Based on a comprehensive analysis, an holistic framework (Motivation Application Measurement Support (MAMS) e-readiness assessment framework) has been proposed. The framework can be utilized as a reference to assess, design and implement a supplementary strategic approach for the assessment of e-business readiness of SMEs. Further empirical research to test, amend and improve the MAMS framework can be undertaken in the future.