This study aims to explore how women entrepreneurs encounter and learn to use ICT at work in response to calls for further research regarding ICT and small businesses, especially women entrepreneurs' adaptation to an increasingly digitalized workplace. Qualitative methods were applied including a total of 13 interviews in two phases with 11 women entrepreneurs, and observations of the irdigital presence. Findings indicate the benefits of digitalization of small businesses, although the women entrepreneurs also emphasize digital disadvantages such as negative online comments and reviews and digital stress. Informal learning and self development were practiced. In order to remain competitive, the women entrepreneurs were aware that they constantly have to learn new things to capture the potential and keep up the pace in digitalizing their workplaces. The importance of recruiting young digitally skilled employees was strongly highlighted.