Purpose – This study aims to explore how women entrepreneurs in small businesses encounter digitalization and learn to use social media at work by combining theoretical perspectives from research on women entrepreneurs in small businesses, digitalization and use of social media and digital skills in response to calls from earlier research regarding women entrepreneurs' adaptation to an increasingly digitalized world.

Design/methodology/approach – Qualitative methods were applied including a total of 13 in-depth interviews in two phases, in 2017 and 2019, with 11 women entrepreneurs in nine small businesses, along with observations of their digital presence.

Findings – This study contributes with new insights regarding women entrepreneurs' behavior and ways to acquire digital skills to keep up the pace in digitalization. Learning by doing, informal learning and stepby-step self-development entrepreneurial behavior were practiced along with strategical recruiting of young digitally skilled employees, i.e. digital natives. Findings state that in order to remain competitive and generate business growth, women entrepreneurs constantly have to learn new skills to capture the potential of digitalization especially regarding the knowledge and use of social media. The women entrepreneurs emphasize challenges of digitalization as limited resources, constant need of new digital skills, digital stressor even burnout due to internal and external demands on online presence, scanning and maintenance of social media platforms. In contrast to earlier research, the women entrepreneurs did not express any significant gender stereotyping online, yet they strongly emphasized the continuous challenge of work–life balance.

Originality/value – This study contributes to an under-researched field with novel research combining theories from women entrepreneurship and information and communication technologies (ICTs) related to digitalization with a special focus on social media. Following the era of digitalization, the women entrepreneurs have to act as digital entrepreneurs finding new innovative ways of doing business. The importance of recruiting young digitally skilled employees in small businesses is vital for women entrepreneurs, since the needed learning and business development takes place when digital natives and digital immigrants work together.