Me, early 2024: Windows 10 EOL is on the horizon. We should look into testing and schedule rolling laptop purchases to remove incompatible devices from the fleet because MS won't support Win10 updates after October 2025
... and late 2024, and early 2025
Me, October 2025: Windows 10 is now EOL. We're going to get alerts every month about devices not getting patched.
Me, November 2025: Please remember, Win10 is EOL, these devices cannot be patched because we did not pay for the extended support
... and December, January 2026, February, March
Team, yesterday: Why are all of these Windows 10 machines unpatched?
CIO: Please contact C_level, they are getting a weird Microsoft error when trying to access a software service
CIO: Here's a screenshot of the error. He's traveling and you'll have to do it through email.
Error: Your admin has blocked your access to this service. Please contact your admin.
Me: Hi C_Level, please let me know what you were doing when you saw this - was this when logging in to an app, or when accessing the service website on your phone?
C_Level: Please fix, I need this service
Me: Hi, I need to know how you got this error
C_Level: I'll be in the office next week
CIO: Is he fixed yet?
Me: No, he refuses to respond to questions via email, so I'm waiting til he's back in the office
CIO: Keep me informed
Two days later
CIO: Is he fixed?
Me: No he's not in the office
Two days later: Same thing
Weekend goes by
CIO: He should be in the office by the end of the week
C_Level: in meetings and is unapproachable
CIO: Did he stop by your desk yet?
Me: I didn't even know he was in the office, he hasn't come by
C_Level: CIO told me I needed to stop by. You know this is a real inconvenience.
Me:
Me to both CIO and C_Level: We need to fix the request process, give us two days
(Narrator: We had turned off user ability to request access to third party apps, because we'd been getting inundated with more and more requests for Random_AI_App_ABC987, so on the admin side we never received "Please allow access to app" request for this service)
Two days later:
CIO: I need this closed out today
C_Level: Traveling, and not responsive
Me: We've adjusted the request process, so if you re-submit the request for access, we'll get it
C_Level: I don't have time for this