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Employee Obeys Ridiculous Travel Rule, Shows How $20 Savings Can Cost $856

by Layla Bui
December 1, 2025
in Social Issues

Sometimes, trying to save a few bucks can backfire spectacularly, and this corporate travel story proves it.

One employee, required to follow a strict “lowest price flight” policy with no exceptions, found themselves in an absurd situation: a flight that cost slightly less but added hours of layovers and travel time, all while being paid for every hour in transit.

The result? A $20 “savings” ended up costing the company hundreds more once overtime was factored in. The rules were clear, the policy was rigid, and the compliance was flawless but the outcome was hilariously disastrous.

Scroll down to see how following the rules to the letter turned a simple travel booking into an 830% cost increase that left corporate finance shaking their heads.

ChatGPT said:

A corporate rule to always book the cheapest flight ends up costing 830% more in employee pay

Employee Obeys Ridiculous Travel Rule, Shows How $20 Savings Can Cost $856
not the actual photo

'Dumb cost-savings policy creates 830% cost increase?'

I used to work in a job that had me travelling by air across the country for about half the year each year.

Corporate rule was that you had to book the lowest price flight.

Now, that’s not an unreasonable rule on its own, unless you say there are no exceptions. Lowest. Price. Flight. Period.

It’s especially silly when the worker’s employment agreement mandates they’re paid for every hour

they’re in transit (at the airport or on the plane). Every. Hour. Period.

You see where this is going. Here were my flight options:

1. $600 cheap non-direct flight:

3 hour connecting flight to hub airport.

+ 1½ hour layover in that airport.

+ 5 hour flight back to correct city.

2. $620 direct flight:

2 hour direct flight

I asked our finance department if there were any exceptions. “No exceptions.”

So, to save $20, I was required to book the non-direct flight at 9½ hours including layover,

rather than the 2 hour direct flight. While getting paid $25.00/hr….

1. $600 cheap flight:

+9½ hours x $25 = $237.50.

...Oops, and overtime pay after 8 hours!….

+1½ hrs x $12.50 OT premium = $18.75

=$600.00 + $237.50 + $18.75 = $856.25.

2. $620 direct flight:

+2 hrs x $25 = $50.00

=$620.00 + $50.00 = $670.00

So, congratulations corporate penny-pinchers who saved a whopping negative $186 of company money to save $20!

Malicious compliance was delicious compliance.

Sometimes a rule meant to control cost ends up creating bigger expenses. What seems like a money‑saving “lowest‑price flight only” policy became a hidden cost driver, thanks to paid transit time and overtime pay for the employee.

That kind of blind adherence exposes how rigid corporate mandates can produce perverse results when human variables are involved.

In organizational psychology and management research, scholars often warn against “compliance‑as‑competence” cultures.

According to a recent article titled “Compliance as the New Competence: How Obedience Cultures Erode Innovation and Leadership Ethics in Global Workplaces”, when companies elevate rule‑following over judgment, they suppress flexibility, adaptability, and critical thinking.

This dynamic echoes a known organizational behavior phenomenon called Threat Rigidity when firms (or their leaders) perceive constraints or risks, they double down on enforcing existing rules even if circumstances change.

From this perspective, your “malicious compliance” wasn’t really malice: it was logical, rational response within a flawed system. You followed orders exactly, and the flaw in the policy revealed itself in a costly way.

Organizational psychologists argue that strict rule‑based systems often erode operational effectiveness because they treat people as mechanical components rather than intelligent decision‑makers. PAK BioSolutions

Rigid, top‑down policies can produce inefficiency, wasted resources, and poor morale. The problem wasn’t just the policy, it was the unyielding enforcement of it without context.

Therefore, policies should provide a framework, not a cage. When managers demand narrow compliance without room for judgment, they risk more than resentment; they risk inefficiency and unintended costs.

These are the responses from Reddit users:

This group hoped OP charged extra expenses and enjoyed the perks of paid travel

Catacombs3 − I hope you charged them for the airport meals too. And that you ate at the Nice restaurant.

miladyelle − I love when I get to travel for work. They really don’t consider payroll costs at my job, either.

I’ll quickly rack up OT pay with travel time. It’s not like it’s fun, but it’s not work, and man that paycheck is sweet.

These commenters shared stories of companies overspending due to bad policies or bizarre budgeting rules

trident_of_rivers − I use to work for this manufacturing company and they purchased a used tool.

The tool new cost around a million dollars.

So they look for a used one and find a "deal" for a model that was going for 600k.

When they got it in house, paid for shipping, assembly,

and attempted to start the tool to find out it pretty much needed complete refurbishment.

After 400k of refurbishments they have a working tool with no real warranty, paid as much as a new tool,

paid several maintenance techs & contractors to install and look at it for weeks and God knows what else.

If they just bought a new tool they could of saved so much time and money.

I found out later this was standard operation procedure in several companies

because the books show the tool costs split between two different departments, production and maintenance.

Companies will do crazy s__t for appease the finance guy.

sting2018 − I had a good one as well, not as good as that.

I used to travel alot for work, and my company used to just give us a credit card

and told us to book our own rooms and to keep it under X.

Well over time I had gotten to know management and at the hotel I was staying at I was paying $95 per night.

Then the company changed rules, took away our credit cards

and said "You must use this service to book the hotel" That service, same hotel, same room $140 a night.

nunya__bidness − I once worked for a company that had me pay $90 each way in a cab to a larger airport

farther away to save $35 on air fare. Apparently ground transportation came out of a different bag of beans

than air fare. Somewhere a bean counter was pleased with himself for saving the $35.

SaryuSaryu − I was once approved to do a training course.

I looked and saw the exact same course was significantly cheaper in another city.

Including the cost of flights, it was still cheaper than doing it in my city.

I offered to do it in the other city on a Thursday/Friday,

pay for all of the accommodation costs myself, and enjoy a weekend there. I got turned down.

This commenter appreciated the joy of strictly following flawed policies

imakenosensetopeople − I enjoy rote adherence to poorly thought out policies.

Especially when you tried to make the case that hey,

maybe they should make an exception this time, and they didn’t want to listen.

These Redditors explained how corporate travel decisions are made and why they often seem illogical

jew_jitsu − This is why corporate travel bookers and travel management companies can be so helpful.

I keep track of every saving taken and every saving rejected for my corporate accounts based on their travel policy

and show them every six months so they can assess their travel policies

and make sure they’re actually doing what’s best for the client, company, and traveller.

EBannion − But the extra cost comes out of payroll, not travel budget,

so the travel expense manager gets a bonus for saving money

and payroll gets told to pay someone off to make up for the overage.

TexasFarmer1984 − As a former executive who sat directly with HR on this, we're not oblivious to this fact.

Your single case might be one that costs more but on a portfolio level,

it was either deemed less expensive or less man power to just create the process this way.

For every flight that it costed us more like your case,

there were 3 more where employees took advantage of the travel and erroneously booked even more expensive flights.

We did a portfolio study on a high level view and determined

it was either cheaper or required less manpower to process it this way.

These commenters shared relatable stories about long travel, overtime rules, and cost-saving contradictions

Eiim − That 830% cost increase is grossly exagerated.

You should do price with policy / price without, which comes out to be a 27.8% increase. Far cry from 830%.

Rustymarble − If you flew through CA or CO, they have unique OT rules that

you might need to remind your Payroll department about.

(Over 8 hours per day, time worked on the 7th day in a week in CA, over 12 hours per day in CO)

[Reddit User] − I'm sorry but your math is ridiculous. At best you could call this 266% but in reality it is only 28%.

[Reddit User] − Sounds like we work for the same place (or used to).

Been to Canada 3x this year and it’s always been faster/cheaper to drive back than fly in

(10hrs on the road vs 12+ my air with connections)

Have you ever seen a cost-saving measure backfire spectacularly? How would you tweak a corporate travel policy to avoid paying more for less? Share your insights below!

Layla Bui

Layla Bui

Hi, I’m Layla Bui. I’m a lifestyle and culture writer for Daily Highlight. Living in Los Angeles gives me endless energy and stories to share. I believe words have the power to question the world around us. Through my writing, I explore themes of wellness, belonging, and social pressure, the quiet struggles that shape so many of our lives.

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