This paper fills an important gap related to employee perceptions of teleworking during and after the COVID-19 pandemic. Drawing on the work/family border and task-technology fit theories, we propose and empirically test a new model using data collected from 483 employees. Our findings suggest that social well-being, work-family balance and task-technology fit during the pandemic are positively related to teleworking performance. In addition, teleworking performance during the pandemic affects employees’ intention to continue to telework and career engagement after the pandemic. Also, we offer evidence of the impact of the moderating effect of factors contributing to the digital divide in this context. Our findings contribute to the teleworking literature, by proposing a model which provides insights into employees’ perceptions of teleworking during the pandemic and how this affects their intention to telework and career engagement after the pandemic. Our research has multiple implications for employers, policy makers and technology developers.