Prevailing discussions in the digital divide field have focussed on the roles which technology access and usage play in achieving economic well-being in the developing countries. However, rising global inequality has given rise to a sub-class of citizens in the developed economies, classified as the working poor, for whom the impact of ICTs differs from those observed in developing economies. This thesis makes use of Amartya Sen's capability approach, as a theoretical framework to examine the dependent variables of well-being, where one's sense of employability was posited as personal economic well-being, for self-perceived employability has been found to be positively correlated with employment outcomes