The world faces an unprecedented catastrophe in the COVID-19 pandemic. Working From Home (WFH) during COVID-19 diminishes the boundaries between work and home life. WFH can create obstacles for those suddenly forced to accommodate working and living in the same place. The purpose of this study is to investigate home-office conditions by studying employees who were forced to WFH during the COVID-19 crisis. We focus on how gender and family responsibilities shape worker reaction to WFH. Data was collected via an online survey administered at the height of the COVID-19 pandemic. The study examines differences in control over time, technology usefulness, WFH attitude, and WFH conflict based on gender and whether the worker has dependent children living at home, and notes significant interactions between gender and parental status. Our goal is to suggest best practices on how we can prepare for a next-generation (online) home office era in consideration of these personal characteristics.