Introduction: Remote work has become the new norm with its impact potentially varying across generations. This research explores the relationship between remote work challenges, which are work-home interference and financial security, towards productivity, one element of sustainability, and how these effects are influenced by generational differences. Method: Data from respondents across the three generations, Gen X, Millennials, and Gen Z, are analysed using the PLS-SEM. Results: The analysis indicates that both work- home interference and financial security are significant factors contributing to productivity. Generational characteristics moderates only the relationship between work-home interference and productivity but not between financial security and productivity. Discussion: The findings suggest that companies need agile strategies to mitigate interference and ensure remote workers financial security. Customised HR policies can help accommodate different generations varying needs and preferences
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