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We changed one thing in the help desk:
If you mark a ticket CRITICAL, the system now automatically:
Pages IT
Opens an incident bridge
Emails your manager
Emails my manager
Asks for estimated revenue impact
Asks how many employees are blocked
Requires you to join the bridge until service is restored
Yesterday:
“Wireless mouse battery low”
Priority: CRITICAL
Incident bridge opened.
User joined.
His manager joined.
My director joined.
I asked:
“How many employees are unable to work?”
“One.”
“Estimated revenue impact?”
“I don’t know.”
“Is there a workaround?”
He plugged the mouse in.
Incident resolved.
For years people marked everything critical because they thought it moved them to the front of the queue.
It did.
Now they have to come with it.
Critical tickets dropped 94% in one week.
We didn’t change the definition of urgent.
We added witnesses.
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Security called me at 6:12 AM today.
"Patch every PHP server immediately."
I asked what happened.
"Two critical vulnerabilities. Remote code execution. No authentication required."
Cool.
How many PHP servers do we have?
According to inventory: 12
According to reality:
Nobody knows.
We found one running WordPress.
Three running old internal tools.
One under someone's desk.
Two inside vendor appliances.
A forgotten employee directory from 2016.
And a server named:
PHP-OLD-DO-NOT-TOUCH
Naturally, that one runs payroll exports.
Then we found a PHP 5.6 box.
I asked who owned it.
The documentation said:
BRIAN.
Brian left in 2019.
We called Brian.
He said:
"Oh wow, that's still running?"
Excellent.
By 8 AM, leadership joined the incident call.
CEO:
"Can hackers actually get in?"
Security:
"Potentially yes."
CEO:
"Without a password?"
Security:
"Yes."
CEO:
"Then why do WE need passwords?"
Not the lesson.
Finance asked if we could wait until the weekend to patch because downtime affects revenue.
Security explained that the alternative was letting strangers execute code on our servers.
Finance asked for a cost comparison.
At 9:17, someone suggested temporarily taking the vulnerable websites offline.
Marketing refused.
"Our campaign is live."
So for the next hour, the company officially decided maintaining a landing page for 20% off webinar registration was more important than preventing remote server takeover.
We finally patched everything we could find.
Then our scanner discovered another PHP server.
Hostname:
TEMP-PHP-2014
Uptime:
4,512 days.
Nobody knows what it does.
Nobody owns it.
Nobody can shut it down.
But every time we block network access, the warehouse stops printing shipping labels.
Security has classified it as critical infrastructure.
It is running PHP 5.4.
The vulnerability has existed longer than half our employees.
The emergency patch took four hours.
Finding out what PHP actually runs took eleven.
The internet isn't held together with code.
It's held together with servers everyone is afraid to turn off.
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Conference Room 14B has been booked from 9 AM to 5 PM every weekday for six months.
Same employee.
No meetings.
Just:
FOCUS TIME
Facilities asked IT to investigate because nobody else could reserve the room.
I checked the door sensor.
He was actually in there.
Every day.
Laptop.
Coffee.
Lunch.
He had quietly converted a 12-person conference room into a private office.
His explanation:
“The open floor is distracting.”
So Facilities added a rule:
Conference rooms cannot be reserved by one person for more than 60 minutes.
The next morning his calendar showed:
9:00 — Focus Time with Marcus
10:00 — Focus Time with Priya
11:00 — Focus Time with Daniel
12:00 — Focus Time with Sofia
I checked.
None of those people were there.
He had invited coworkers to fake meetings so the room technically had multiple attendees.
Facilities escalated to his VP.
His VP replied:
“Please stop disrupting his productivity.”
14B is now officially listed on the floor plan as:
COLLABORATION SPACE
It has one collaborator.
Finance told IT to automatically reclaim any software license that hasn’t been used in 30 days.
Great idea.
Except requesting a license takes 12 business days.
So employees adapted.
On the 29th of every month, designers open Photoshop.
Analysts open Tableau.
Engineers open whatever horrifying $900/year tool they need twice a quarter.
They don’t use them.
They just launch them.
Finance’s dashboard now shows:
LICENSE UTILIZATION: 97%
The CFO presented this at the quarterly meeting as proof the optimization program was working.
It is.
Before the policy, people used software when they needed it.
Now 600 employees perform a monthly religious ceremony so Finance doesn’t take it away.
We have achieved near-perfect utilization.
Nothing is being utilized.
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We hired our third David Miller.
HR asked IT to “make the email addresses intuitive.”
David Miller #1 already had [email protected].
David Miller #2 got [email protected].
So David Miller #3 got [email protected].
Simple.
Then David Miller #1 quit.
HR asked me to rename #2 to david.miller.
Can’t.
His old address is tied to payroll, CRM, SSO, expense reports, Slack, GitHub, benefits, and approximately 40 systems nobody remembers setting up.
HR:
“So David Miller 2 stays David Miller 2?”
Yes.
Then David Miller #3 quit.
Last month we hired another David Miller.
HR said:
“Great, he can be David Miller 3 now.”
Absolutely not.
That identity belongs to a former employee and is retained for seven years.
New David is david.miller4.
There is currently one David Miller at the company.
His email says he is the fourth.
Corporate IT is basically medieval succession law.
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Compliance decided mandatory training must remain available during an internet outage.
So IT was told to store the videos locally on every laptop.
Brand reviewed them.
“1080p isn’t premium enough.”
Now they’re 4K.
Security reviewed them.
“Local content must be encrypted.”
Done.
Result:
24 GB of mandatory training videos on every employee laptop.
900 laptops.
21.6 terabytes of identical videos.
Within a week people started opening tickets because their drives were full.
Finance asked why IT needed to buy larger SSDs.
I suggested we stream the training instead.
Compliance reminded me it had to work during an internet outage.
I asked when someone would urgently need to complete annual ethics training while the entire company network was down.
They said:
“That’s not the point.”
One of the mandatory courses is called:
DATA MINIMIZATION: ONLY STORE WHAT YOU NEED
We currently maintain 900 offline copies.
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Finance updated the asset policy.
“Every company-owned electronic item over $10 must be individually tracked.”
I asked:
“Cables?”
“Yes.”
“Chargers?”
“Yes.”
“USB adapters?”
“Yes.”
“You’re sure?”
“Policy is policy.”
Perfect.
IT spent two weeks putting asset tags on 3,842 objects.
Then quarterly inventory arrived.
Finance wanted physical verification of every tagged asset.
One $12 USB-C adapter was missing.
They opened an asset variance investigation.
My manager had to sign a loss form.
Finance reviewed it.
Accounting adjusted the register.
Estimated labor cost: $640.
Replacement adapter: $12.
The CFO eventually asked why we were spending hundreds of dollars tracking things worth twelve dollars.
I forwarded him the policy.
Threshold changed to $500 the next morning.
Then Finance told us to remove the 3,700 unnecessary assets from the system.
Unfortunately tracked assets cannot simply be deleted.
They must be formally disposed of.
Finance is currently processing 3,700 disposal records for cables we still own.
Policy is policy.
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Comms made IT auto-generate everyone’s email signature from the HR system.
“No manual edits. One source of truth.”
At 7:00 AM the sync ran.
By 7:12:
A junior analyst discovered he was now a Senior Analyst.
Two managers learned they reported to a VP they’d never met.
A Sales director’s signature changed to:
REGIONAL SALES DIRECTOR — EAST
Nobody had announced that Sales was being split into regions.
HR called me in a panic.
Apparently they had loaded next month’s reorg into the HR system early because:
“Nobody can see the backend.”
They forgot Outlook can.
Comms asked if we could temporarily override the signatures.
No.
Your entire requirement was “one source of truth.”
For 12 minutes the most accurate source of organizational news in the company was the bottom of an email about bagels.
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Leadership made AI meeting summaries mandatory because they wanted “better accountability.”
The bot automatically assigns action items.
First executive meeting:
CEO:
“Someone should look into churn.”
AI:
ACTION ITEM — CEO to investigate churn by Friday.
CFO:
“We should model the downside risk.”
AI:
ACTION ITEM — CFO to deliver downside-risk model.
COO:
“I think we need to revisit headcount.”
AI:
ACTION ITEM — COO to revisit headcount.
Within 20 minutes every executive stopped using first-person pronouns.
“There may be value in churn being investigated.”
“Downside modeling could potentially occur.”
“Headcount warrants future consideration.”
The bot couldn’t assign anything.
At the next all-hands the CEO said AI was “driving accountability across leadership.”
It is.
That’s why leadership no longer speaks in the active voice.
Comms bought a new all-hands Q&A platform with a “zero-tolerance profanity filter.”
They enabled strict mode.
First all-hands:
“When does the new p***word policy begin?”
“Why are our fixed a***ets being moved?”
“Will performance a***essments change?”
“Can the executive a***istant clarify—”
The filter was blocking every word containing “ass.”
Comms asked IT to fix it without weakening profanity protection.
So we started adding exceptions.
PASSWORD
ASSET
ASSESSMENT
ASSISTANT
CLASS
ASSIGNMENT
MASSACHUSETTS
By 11:30 AM we had a spreadsheet titled:
APPROVED CORPORATE WORDS CONTAINING ASS
Legal wanted to review it.
HR added “associate.”
Finance added “asset-backed.”
Someone from Sales requested “massive.”
Rejected.
Not business-critical.
The CEO asked why his assistant’s job title had triggered the profanity dashboard 47 times.
Comms disabled strict mode before lunch.
We spent $22,000 on software to rediscover context.
“Synergy” was never blocked once.
Which frankly feels like a defect.
HR launched an “anonymous” employee engagement survey.
Then they asked IT to build a dashboard with filters for:
Department
Manager
Office
Job title
Tenure
I built it.
Then I selected:
Finance
Accounts Payable
Chicago
Senior Analyst
5–10 years
Responses: 1
Satisfaction score: 1/10
Comment:
“My manager turns every problem into a meeting.”
HR stared at the screen.
“Can we see who wrote that?”
I said there is literally one employee matching these filters.
“But the survey is anonymous.”
Correct.
You asked me to build a machine that narrows anonymous people down to one person.
Long silence.
We removed job title.
2 people.
Removed tenure.
4 people.
Eventually I set a minimum group size of 10 before results appear.
HR complained the data was now “less actionable.”
Yes.
That is the technical definition of anonymity.
The lowest-scoring survey statement was:
“I trust leadership to handle employee feedback appropriately.”
HR asked if we could identify who selected that answer.
Thank you for validating the result.
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