<p>Asia’s unique socio-economic and technological context demands distinct analysis of the impact of remote work on employees’ well-being. Moreover, previously accumulated knowledge on remote working might lack contextual relevance in the COVID-19 crisis. Interviewing forty participants from Bangladesh and Vietnam, we explore the impact of technology and social support on remote workers’ well-being during the pandemic. Despite socio-economic similarities between Vietnam and Bangladesh, Vietnamese organisations were more technologically aligned in their adoption of remote working. Due to a stronger national technological infrastructure, one-fifth of Vietnamese participants did not experience technological challenges, while it remained the most pressing challenge for Bangladeshis. However, Bangladeshis reported having proper social support, while Vietnamese’ well-being struggled in the absence of such support. This study contributes by offering valuable insights to help organisations and policymakers enhance support systems and nurture a resilient, technology-empowered workforce during and beyond the pandemic, while considering country-specific socio-economic and technological conditions.</p>