August 1, 2025

In the competitive world of Biglaw, vacation policies can range from strict accrual-based systems to seemingly limitless time-off allowances. But what happens when these generous policies are exploited? A recent incident at a midsized law firm raises ethical questions about the use of vacation time right before resigning.
The firm in question allowed associates to take as much vacation as they wanted, as long as they met their billable hours. This policy was especially attractive because the firm paid below-market salaries, making the vacation benefit a significant perk. An associate at the firm planned a four-week vacation for his wedding and honeymoon, a considerable amount of time but not unheard of given the circumstances and the firm’s flexible policy.
Upon returning from his honeymoon, the associate shocked his colleagues and management by handing in his two-week notice. It turned out that his employment at the firm was merely a stepping stone; he had been negotiating with another firm long before his wedding plans were made. The timing of his job offer coincided exactly with his return from vacation.
The management’s reaction was one of betrayal, considering the resources spent on training him and the workload shift imposed on other associates during his absence. Interestingly, the associate offered to repay the wages received during his vacation, although this proposal was fraught with logistical complications and was not pursued by the firm.
This situation exposes the vulnerabilities of open-ended vacation policies and highlights the potential for their misuse. While the associate legally used his allotted vacation, the ethical implications are murky. Did he exploit the system or simply use the benefits provided to him? This incident could perhaps be seen as a consequence of the firm’s decision to adopt a flexible yet unprotected vacation policy.
The broader question arises: do employees have a moral obligation to avoid taking advantage of such policies, especially when planning to leave the firm? Or is it acceptable for workers to leverage the benefits offered to them, even if it might seem opportunistic?
As the debate continues, it's clear that both employers and employees must navigate the complexities of workplace ethics and legality, especially in environments that offer seemingly unrestricted benefits. How firms respond to such challenges could set important precedents for policy adjustments in the future, potentially leading to more defined and guarded vacation policies.