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Employee Follows Bookkeeper’s “Shortest Route Only” Rule, Ends Up Costing Company Hundreds In Tolls

by Annie Nguyen
December 7, 2025
in Social Issues

At a small office where everyone shared staplers and passive-aggressive sighs, a new bookkeeper swept in, determined to “fix” the budget, starting with pens, mileage, and apparently anyone who dared to breathe near an expense report.

One employee, who traveled daily between two office locations, immediately landed in her crosshairs. The bookkeeper decided he had been “overpaid” for taking a slightly longer route, even though avoiding tolls had actually saved the company money for an entire year.

When she ordered him to switch to the shorter, toll-filled route, she thought she had scored a victory for frugal accounting. Instead, she opened the gates of financial chaos, and he had receipts. Curious how saving $5 turned into losing $130 every two weeks? Want the juicy details? Dive into the original story below!

A worker was told to take the shortest route between offices, and the result became corporate poetry

Employee Follows Bookkeeper’s “Shortest Route Only” Rule, Ends Up Costing Company Hundreds In Tolls
Not the actual photo

You only pay mileage for the shortest possible trip? Ok, then you have to pay my tolls?

At my job, every day I have to travel between two offices.

I start at my main office, then have to travel to the second office,

then back to my main office.

Because I'm using my personal vehicle for this travel, the company pays me mileage.

Well, there are basically two routes you can take between the two offices.

One is about a mile round trip shorter, but has tolls.

So I always took the 1 mile longer route and avoid the tolls.

I did it this way for a year.

Well in comes the new bookkeeper and she is hellbent on saving the company money.

And where does she think all this wasteful money is going? Expense reports, obviously.

So she starts knit picking every report.

Like if someone is out and has to buy some pens for work.

She goes online and finds the cheapest price possible

for those pens, and only reimburses for that cheaper price.

It, obviously, has pissed several people off. Well, she eventually decided to target me.

I submit my report for 2 weeks, and a few days later get the reimbursement payment.

Well, it's $5.85 short. I ask her about it, and she says I've been ripping off the company

for the past year by taking the longer route between the offices.

She will only pay mileage for the shorter route from now on.

"And I'm lucky she doesn't go back and take back all the extra from the past year."

I say Ok, but to please send me that per her I must take the shorter route

and that this is company policy and leave her office.

Before I even made it to my desk I had the email from her confirming what she said.

2 weeks later I submit my expense report.

I reported the shorter route, so the company saved $5.85.

But tolls added up to $136. A net loss for the company of $130.15.

It's been 6 months and I'm still "taking the shorter route"

costing the company an extra $130.15 every 2 weeks.

People can endure long hours, difficult customers, and shifting workloads, but being treated unfairly, especially by someone misusing authority, strikes a deeper nerve.

In this story, both the employee and the new bookkeeper enter the conflict with their own emotional burdens.

The employee simply wants fair reimbursement for necessary travel, while the bookkeeper, driven by pressure to “save the company money,” fixates on cutting costs. Her rigid focus leads her to overlook human context, sowing frustration long before any revenge takes place.

Psychologically, OP’s eventual act of malicious compliance wasn’t rooted in spite alone. It was a response to being accused of dishonesty and told he was “lucky” the company didn’t reclaim money he had rightfully earned. Such accusations often trigger a desire to reclaim dignity.

As psychologists note, revenge or compliance-as-revenge typically arises when someone feels powerless or unfairly judged. OP was not seeking chaos; he was asserting agency in the only avenue left to him by following the enforced rule exactly, even when it worked against the company’s interests.

What makes the resolution satisfying is the poetic fairness of it. The bookkeeper insisted on reimbursing only the shortest route, ignoring OP’s explanation and professional judgment.

In the end, OP honored that rule perfectly, costing the company far more than it would have spent had she simply trusted him. Readers revel in this outcome because it restores balance: the person who weaponized the rules now suffers from them.

Expert insight supports this interpretation. Research on passive-aggressive behavior shows that when people lack safe or direct avenues to express disagreement, their resistance often becomes indirect.

In fact, Lim et al. (2022), developers of the Passive Aggression Scale (PAS), emphasize its value for understanding these dynamics, noting: “This study highlights the utility of PAS as a useful and comprehensive measure of passive-aggressive behaviors to be adopted by researchers and clinicians.”

Behaviors like silent obstruction, half-hearted compliance, or following rules to the letter while undermining their purpose fit squarely within this framework, revealing not personal pettiness but an established pattern of indirect resistance in constrained environments.

This understanding sharpens the emotional heart of the story. OP’s actions weren’t vindictive; they were a response to being dismissed, mistrusted, and constrained. Once the bookkeeper denied context and human nuance, she made the system more important than the person. OP simply let that system run its course.

In the end, this story offers a simple lesson: rules without empathy often create problems they were meant to prevent. When people feel respected, they act in good faith; when they feel cornered, they follow the script, even if the script burns the stage.

Here’s what Redditors had to say:

These Redditors cheered the worker for following the rule to the letter and exposing the flawed logic

TellThemISaidHi − As someone who travels for work, dear lord this is beautiful.

There are few things more annoying than someone who never travels going line

by line looking to save twenty cents so they can write themselves up for an award.

mybossthinksimworkng − If they ask you to change to your former route,

please make sure you demand you will only do it

AFTER they reimburse you the $5.85 they stole from you.

chipariffic − Nothing worse than a penny pinching bean counter like that

This group urged saving emails, creating spreadsheets, and preparing evidence in case management questions the costs later

Stunt_the_Runt − Saved the email. To a personal email not just on company servers.

Print them out too. Next do a spreadsheet on the mileage, short and long, tolls, etc

and show cost savings in actual simple, undeniable numbers.

Google map route print out if needed as well.

When anything his the fan regarding what you're sending in, arrange a meeting not just with her

but her boss and your boss/manager if they aren't the same.

Cover your ass. Keep the nitpicking on coworkers handy as well. Might need that. Love the tale.

These commenters roasted penny-pinching office cultures and shared their own stories of companies losing money by “saving” money

AndSheDoes − Tripping over dollars to save dimes!

WinginVegas − Not sure why OP didn't talk to their manager.

Bookkeepers do not get to set policy. Once had one for a very large company

who decided he wanted to "fix" some of my teams expenses

that he decided were too high or " not right".

After the first time he did that, he got a call from me explaining

that if the report was approved, he needed to pay it.

Next payroll he did it again to three people and the call he got was from the Executive VP

who ran our group and was very clearly told that his job was to process expenses,

not evaluate or approve them and if he had a question about something he could ask his manager

or the person who approved the report

but if a nickel was missing from anyone's expenses again, he would be unemployed.

merlinou − Reminds me of the time where I was travelling a lot.

As our customer was a government oeg, they had daily flat fees for travel

so I always just submitted proof of travel and stay and got my per Diem.

As the new bean counter started, he rejected my report stating that flat fees were illegal.

Bro, it's paid by our government, you can't beat that. Still had to submit detailed expenses.

As the company would be pocketing the difference,

I made sure to expense more than the allocated per Diem.

He didn't care, he could pretend to be doing his job.

This story is a delicious reminder that rules without context can backfire in spectacular ways. The employee did exactly what he was told, and the math spoke for itself: saving $5 isn’t impressive when it costs $136 in tolls.

But what do you think? Was this the perfect teachable moment, or should he have pushed back before the expenses ballooned? And how would you handle a coworker who enforces rules without understanding them? Share your thoughts below, especially if you’ve met a penny-pincher in the wild.

Annie Nguyen

Annie Nguyen

Hi, I'm Annie Nguyen. I'm a freelance writer and editor for Daily Highlight with experience across lifestyle, wellness, and personal growth publications. Living in San Francisco gives me endless inspiration, from cozy coffee shop corners to weekend hikes along the coast. Thanks for reading!

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