Tales From Tech Support Archives

April 6, 2026 at 11:49 pm

Service Desk Agent Remotely Connected To A Caller’s Computer After She Demanded He Fix Her “Email Issue,” But When He Discovered She Sent 50 Messages To DoNotReply, She Still Blamed IT

Tech support worker helping a woman fix her email

What an annoying situation!

April 6, 2026 at 3:22 pm

Employee Spent Hours Setting Up A Brand New Laptop For His Coworker, But Minutes After He Handed It Over, The Coworker Spilled Coffee

Sometimes, the real stress test is a cup of coffee.

April 6, 2026 at 11:24 am

Couple ‘Upgraded’ Their Rental Property TV Without Talking About It First, And The Husband Picked One Out That Didn’t Have The Right Features

All of this could have been avoided with proper communication.

April 6, 2026 at 3:22 am

Employees Keep Asking To Postpone A Server Transfer Due To Critical Work That Can’t Be Disrupted, So This Tech Support Worker And His Boss Unplugged The Server Without Warning Anyone First

Man working on laptop and checking wires

Maintenance? No! Unscheduled outage? Okay.

April 6, 2026 at 12:55 am

Tech Support Worker Is Pulled Onto A Tiger Team, But He Has To Answer Questions Without Any Of His Usual Notes

Man in striped shirt working on his laptop

He handled that really well!

April 5, 2026 at 7:15 pm

Tech Support Worker Got Some Concerning Reports About System Temperatures, So They Got To Work And Figured Out Where The Error Was Coming From

Good thing they got to the bottom of this issue!

April 5, 2026 at 2:35 pm

Help Desk Employee Reviewed An IT Project Manager’s Ticket About A Meeting That Wouldn’t Stop Repeating, But While The Manager Blamed Outlook, He Discovered The Calendar Had No End Date Set

Help desk employee trying to check settings in an app

This is not shocking.

April 5, 2026 at 10:48 am

IT Employee Joined An Emergency Call After A Manager Reported Agents Couldn’t Complete Three Way Calls, But While Managers Thought It Was A System Failure, IT Discovered The Agent Hung Up First

Man sitting on a call with 50 other people solving an IT issue

This should’ve never been a thing.

April 5, 2026 at 3:47 am

IT Employee Issued Coworker A New Work Phone, And The Coworker Went Straight To The Manager Claiming It Was Broken, But IT Discovered He Simply Didn’t Know How To Use It

IT guy sitting at his desk trying to solve a user error

People will never cease to amaze.

April 5, 2026 at 3:22 am

Customer Service Representative Reviewed A Hundred Dollar Bill Increase With A Customer, But When The Son’s New Job Explained The Data Spike, She Still Refused To Accept The Truth

Customer service agent for a large cell company

What a pointless phone call.

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Tag: Tales From Tech Support

Service Desk Agent Remotely Connected To A Caller’s Computer After She Demanded He Fix Her “Email Issue,” But When He Discovered She Sent 50 Messages To DoNotReply, She Still Blamed IT

Employee Spent Hours Setting Up A Brand New Laptop For His Coworker, But Minutes After He Handed It Over, The Coworker Spilled Coffee

Couple ‘Upgraded’ Their Rental Property TV Without Talking About It First, And The Husband Picked One Out That Didn’t Have The Right Features

Employees Keep Asking To Postpone A Server Transfer Due To Critical Work That Can’t Be Disrupted, So This Tech Support Worker And His Boss Unplugged The Server Without Warning Anyone First

Tech Support Worker Is Pulled Onto A Tiger Team, But He Has To Answer Questions Without Any Of His Usual Notes

Tech Support Worker Got Some Concerning Reports About System Temperatures, So They Got To Work And Figured Out Where The Error Was Coming From

Help Desk Employee Reviewed An IT Project Manager’s Ticket About A Meeting That Wouldn’t Stop Repeating, But While The Manager Blamed Outlook, He Discovered The Calendar Had No End Date Set

IT Employee Joined An Emergency Call After A Manager Reported Agents Couldn’t Complete Three Way Calls, But While Managers Thought It Was A System Failure, IT Discovered The Agent Hung Up First

IT Employee Issued Coworker A New Work Phone, And The Coworker Went Straight To The Manager Claiming It Was Broken, But IT Discovered He Simply Didn’t Know How To Use It

Customer Service Representative Reviewed A Hundred Dollar Bill Increase With A Customer, But When The Son’s New Job Explained The Data Spike, She Still Refused To Accept The Truth

Latest

IT Worker Was Ordered to “Get Creative With AI,” so He Automated His Way Through a Mandatory Compliance Course

A Family Kept Getting Calls for a Defunct Auto Shop—So the Dad Started Booking Fake Appointments

Her Friend Generously Gifted Her an Automatic Litter Box, but She Later Realized It Came With Strings Attached

Delivery Driver Accidentally Delivers to the Wrong Address, Leaving a Homeowner Feeling Unsafe in Her Own Home

University Student Requested Quiet, Hard-Working Roommates, but One Turns Obnoxious and Disrespectful, Forcing Her to Take Action

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Service Desk Agent Remotely Connected To A Caller’s Computer After She Demanded He Fix Her “Email Issue,” But When He Discovered She Sent 50 Messages To DoNotReply, She Still Blamed IT

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Bank Customer Closes Account After Being Told He Must Make Another Transaction to Validate Parking

Drivers Forced to Park Legally on Narrow Road End Up Proving Why the Rule Doesn’t Work

A Professor Insisted on Starting His Class on Time, so He Entered the Classroom Despite Another Professor Still Doing a Presentation