An office withered into a ghost town as its contract neared its end, the boss vanished without a trace. One worker, having accumulated a stockpile of annual leave, submitted requests to cash out the hours before departing. HR bristled, flooding the system with passive-aggressive rejections, demanding impossible approvals from a nonexistent manager.
Unbowed, the employee persisted, meticulously resubmitting the requests until company policy locked them in: no supervisor approval required to cash out leave upon redundancy. HR’s obstruction backfired spectacularly, granting two weeks of fully paid time off followed by a lump-sum payout for the remaining hours.
HR-directed deletion of unapproved leave yields bonus redundancy payout via policy quirk.














Ah, the HR system: that gleaming fortress of forms and approvals meant to keep chaos at bay, yet occasionally backfiring like a whoopee cushion under a board meeting chair.
Our Redditor’s saga is A prime exhibit of how rigid protocols in a sinking ship can accidentally reward the rule-follower. With the boss AWOL and the office emptying faster than a fire drill, booking leave via the self-service portal seemed straightforward: notify the survivors, update the calendar, and poof, two weeks of sun-soaked freedom. No formal nod from above? In a ghost town, who’s counting?
Fast-forward to payout time, and HR’s snippy nudge to “remove unapproved leave from the system” flips the script: delete the request, restore the balance, and suddenly those vacation days are back in the coffers, ripe for redundancy riches.
But let’s peel back the layers: was this a sly HR wink or a classic case of the left hand not knowing what the right one’s payroll password is? From one angle, it’s the employee gaming the gaps, spotlighting how automated systems treat “taken but unblessed” leave like a Schrödinger’s cat – neither here nor there until observed (and deleted).
Opposing view? HR might’ve been the unsung hero, quietly engineering a windfall in a company too far gone to care, as echoed in Reddit’s peanut gallery where folks hail it as “HR being a bro for once.”
Zooming out, it’s a snapshot of U.S. vacation payout norms, where the patchwork of state laws turns redundancy into a geographic lottery. According to a World Population Review analysis, in 21 states, like California, Illinois, and Massachusetts, employers must pay out accrued unused vacation upon termination, treating it as earned wages no ifs or buts.
In the other 29 plus D.C., it’s a company policy crapshoot: promise payout, deliver. Go silent, and your beach dreams evaporate without compensation. This divide underscores a national irony where workers leave billions in PTO on the table annually, per estimates from the U.S. Travel Association, fueling quiet resentments that simmer into… well, stories like this.
Enter the experts, HR consultant Alison Green of Ask a Manager puts it in her roundup of workplace tales: “Malicious compliance [is] times when someone purposely exposed the absurdity of a rule by doing exactly what they were told to do.”
Spot-on for our hero, whose delete-key dexterity wasn’t spiteful sabotage but a spotlight on the system’s blind spots, much like the Reddit requesters who flood inboxes to protest micromanagement. Green analyzes these as cultural canaries: not outright rebellion, but a nudge that screams, “Hey, this rule’s got more holes than Swiss cheese.”
Neutral advice: Document everything. Chat openly with HR pre-payout: “Hey, about that unapproved leave, how’s it tallying?” If tensions brew, loop in a neutral third party like an employment advisor for a reality check.
For companies, audit those self-serve portals quarterly. In a contracting crew, retro-approvals could prevent payout surprises.
And for anyone riding out a contract’s final laps? Bank that leave wisely, but remember: the real win is walking away wiser, wallet fuller, and with a story that’ll have friends buying the next round.
Take a look at the comments from fellow users:
Some people believe HR was deliberately helping the employee get extra pay.









Some people share stories where managers or HR bent rules to give departing employees extra money or benefits.










Some people share stories of beating a toxic employer at their own game on the way out.















In the end, our Redditor’s delete-button detour proves that even in a company’s swan song, a dash of diligence can harmonize with happenstance for a harmonious (and hefty) finale, transforming a snide system note into a savvy score.
Do you see HR as the accidental ally here, or was this pure procedural poetry? How would you tweak your leave game in a lame-duck gig to snag similar spoils? Drop your debriefs below, we’re all ears for your encore tales!









