Gary Retires Friday: Episode 1

POV: your IT guy retires Friday. 27 years of IT knowledge. Four days to write it down.

Meet Monica, who runs operations, and Gary, who has quietly run the company's IT since before anyone can remember. Gary is retiring on Friday. Monica asks for one thing before he goes: write it all down.

Episode 1: The Gray One

Monica: Gary... we need everything documented before Friday.

Gary: Already done.

*He holds up a sticky note. It says: REBOOT THE GRAY ONE.*

Monica: ...Which gray one?

Gary: The gray one. Trust me. You'll know it when it starts beeping.

*Monday. Gary's first day of retirement. The server closet is beeping.*

Monica *(on the phone):* Gary. Everything is beeping.

Gary *(at the lake):* Then it's the gray one.

Monica: Gary. There are NINE gray ones.

Gary: It's the one with the sticky note.

Monica: ...The sticky note fell off.

It's in Gary's head.

Why this is funny (and why it isn't)

Almost every organization has a Gary: one person who knows where the passwords live, which server matters and what to reboot when it beeps. When that person leaves, the knowledge leaves too.

With Cendien Managed IT, every server, every password and every fix is documented, monitored and supported 24/7, by a team instead of one person. Even the gray one.

Coming up in Episode 2

The firewall password is Gary's dog's name. Gary has had four dogs.

Follow Cendien on LinkedIn so you don't miss it.

Documentation shouldn't retire

If your Gary is getting close to retirement, talk to us about Cendien Managed IT. We'll document what's in their head before it walks out the door.

*Gary, Monica and their company are fictional. The actors and voices in this series are AI-generated.*