A concerning case has come to light where an employee, despite being on pre-approved vacation, was subjected to disciplinary action for not responding to a single work message. This sudden punishment, despite the employee's previously reliable record, has raised questions about the existence of work-life boundaries. In an era where constant connectivity often makes disconnecting seem impossible, this incident underscores the discrepancy between formal policy and everyday culture. From a compliance and HR perspective, this incident indicates a worrying shift in culture where the written policy is overshadowed by unspoken expectations. Leaders need to consider whether formal leave holds any meaning if there are still expectations to be available. This culture not only risks employee burnout, but also legal implications, particularly under Indian labor regulations concerning leave and workplace harassment. HR needs to ensure that policy is put into practice, not just displayed as a formality. What strategies and managerial training can be implemented to reinforce the importance of disconnecting during leave in hybrid or remote teams? Should compliance audits evaluate how respect for leave policies is actually practiced, not just how they are documented?