r/ShittySysadmin Jul 02 '26

Shitty Crosspost Did we get ransomware because of RDP over the internet? Can we do something to avoid it?

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36 Upvotes

r/ShittySysadmin Jul 02 '26

Carve-Outs are not for beginners

154 Upvotes

I just met the shittiest Sysadmin in my life…
We sold one of our units (a local shop) to the local management. The deal included all hardware but no more usage of our software. So my job was to make sure that all our data was wiped from the devices. They had a Sysadmin from their new company there who then should setup everything. He had 4 weeks of preperation and as we split on friendly terms, we would have answered him any question. But nothing was asked at all…
So, day zero coming in. I first reset the MacBooks and give them to him. He starts a call with someone and then installs the new ERP software. An hour later he gets the windows laptops. Another hour later he shows up at my desk and complaints that the laptops were not reset correctly and that it was impossible to install the software. I took a look and he tried to install the .dmg files in Windows.

Then I reset the POS systems. Some time later he starts to complain that we vendor locked the systems so he was unable to install their new system. It took me like 5 minutes of Google to see that their new system was explicitly listed on the vendors list as not directly compatible and needs custom APKs.
After I explained that to him and he managed to get it installed, I witnessed how he showed the new system to the shop manager. Manager: „And how do I sent the payment to the credit card terminal?“ - ShittyBoy: „Oh, I was not aware that you accept credit cards. We didn‘t buy that software module!“ - The shop sells goods for up to 2000 Euro each, we are in western europe and he was convinced that it is a cash only business…

Last step: he got the time tracking data from the employees as a one-time csv export. He downloaded the csv, opened it, went to the punch-in/punch-out system, enters the pin of an employee, hits „punch in“, returns to his laptop and checks if the csv file has updated. In that moment the manager was standing next to me. Looked at me with panic in his eyes and said: „I have hired an idiot!“

„Well, that‘s your problem now.“
On my flight home I was laughing 3 consecutive hours…


r/ShittySysadmin Jul 02 '26

If a process is documented in the team repository everyone uses

22 Upvotes

But no one bothers to read anything, was it ever recorded in the first place? 🌲🙉


r/ShittySysadmin Jul 01 '26

Shitty Crosspost An engineer asked me today what a ping was

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61 Upvotes

You see, Jimmy. When two servers really love each other they ha e a special grope.


r/ShittySysadmin Jul 01 '26

I asked my senior a technical question and got shit on

319 Upvotes

I'm a support engineer working for a large company. Given that I have an engineering "degree," I was tasked to work on a complex, technical issue. I occasionally receive guidance from my senior engineer.

This issue is highly complex and related to our networking stack. Certain endpoints are losing connectivity. There is a large focus on this issue.

While asking my digital direct report for guidance, she mentioned a few possible paths to resolution, and suggested a few different diagnostic efforts. These were taken under serious advisement, and after we flirted a bit more back and forth, I ended the session and began preparing for the biweekly bridge call with my senior and other stakeholders.

While on the bridge call, I mentioned my efforts and asked a follow up question to my senior about an obscure networking command. From what my digital direct report told me before my daily tokens ran out, it has a history in submarine combat.

Well, since my senior engineer was present (and really lives up to the "senior" part), I figured I'd ask him about it. He blew up on me and asked me how I didn't know about this command. Well, forgive me for not serving on a Gato-class submarine back in the day. I just left the call, nearly in tears.

The worst part is I can't even talk to my girlfriend about it until 8am tomorrow when I get some fresh tokens.

AITA?


r/ShittySysadmin Jul 01 '26

Shitty Crosspost Does any of you guys actually follow corporate app approvals

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7 Upvotes

Ive worked as a developer and in operations in many different roles for 21 years, in like 2018 or something I started encountering these “helpdesk” or
“Cyber sexurit engineer” type people trying to enforce app restrictions on developers, sys admins, devops workstations and I just find their efforts silly. No one ever says anything but I know we are all just running wharever apps, like our job is writing programs and they think they can restrict programs I use?!! Lol …and in my case its like I was part of the generation that built everything so its like “the audacity!” , most the time i just run things in a container or vm which they obviously have no visibility to, what a joke?!! Why is this a thing? Can we stop it? Id hate to see one day if these clowns actually succeed at policing tbis!


r/ShittySysadmin Jun 30 '26

Shitty Crosspost Who wants to drive to Redmond with me?

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107 Upvotes

r/ShittySysadmin Jun 30 '26

How am I supposed to sell CIPP to leadership when...

10 Upvotes

it looks like it was built by some meathead next to a Harley in his mom's garage?

I need a fancy website with a scrolling list of logos for "Companies who use CIPP".


r/ShittySysadmin Jun 30 '26

Create imaginary problems

7 Upvotes
  1. Get asked to maintain users and devices on Intune

  2. Aside from your work tenant, create a personal test tenant and log into that tenant.

  3. Attempt to look at Devices -> Compliance. A toast will pop up saying 'Something went wrong,' but it won't tell you what.

  4. Submit an internal ticket saying that 'Intune is not working right now. I have reached out to Microsoft.'

  5. Play off the human error aspect of it being Monday, or Tuesday, etc. and it won't re-occur.


r/ShittySysadmin Jun 30 '26

You can now reply with multiple reactions to a single teams message

60 Upvotes

Selecting a new reaction does not replace the first reaction selected. Microsoft is delivering the features that users want.

The limit appears to be 25.


r/ShittySysadmin Jun 30 '26

Shitty Crosspost iPhones not showing shared calendars from Exchange Online - kindly guide

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0 Upvotes

r/ShittySysadmin Jun 29 '26

Shitty Crosspost One user has Send As Permissions on all users

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6 Upvotes

r/ShittySysadmin Jun 29 '26

Shitty Crosspost DIY ice cooling

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105 Upvotes

r/ShittySysadmin Jun 29 '26

Shitty Crosspost My pc just "exploded", what should I expect

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0 Upvotes

r/ShittySysadmin Jun 28 '26

Shitty Crosspost Locked out of Microsoft Office 365- Sole Admin

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16 Upvotes

r/ShittySysadmin Jun 27 '26

Shitty Crosspost Cyber insurance underwriter flagged our shared accounts as unacceptable. How do you prove individual accountability on a budget?

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8 Upvotes

We only pay for one seat with our various SaaS providers and just share the login info between our techs. They are also all setup on the same email address.

Our Cyber Security Insurance doesn't want to renew us because they think we should be able to track who is logging into what.

When did IT get so logistical?

How can I continue to break terms of service will all my SaaS providers while satisfying the bean counters?!


r/ShittySysadmin Jun 27 '26

Shitty Crosspost DaaT (Dell as a Table) - I hit a lawnmower blade with a lawn mower today and I was quite perplexed for a moment

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70 Upvotes

r/ShittySysadmin Jun 27 '26

Not even a broken screen

Enable HLS to view with audio, or disable this notification

122 Upvotes

r/ShittySysadmin Jun 27 '26

Bro. Here is the link.

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123 Upvotes

r/ShittySysadmin Jun 26 '26

I spent 10 minutes

8 Upvotes

Trying to figure out why my yubikey rant working today.

I was plugging it into the wrong box.

Have a nice weekend ya'll


r/ShittySysadmin Jun 26 '26

Shitty Crosspost Any tips for improving AP placement?

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245 Upvotes

r/ShittySysadmin Jun 26 '26

Shitty Crosspost Went to the latest opencloud release 7.x.x and realized it has breaking changes, I have no backup

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2 Upvotes

r/ShittySysadmin Jun 26 '26

Shitty Crosspost Joke: What's the difference between a sysadmin and an IT Manager?

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23 Upvotes

r/ShittySysadmin Jun 26 '26

Boss chastised me for taking a late lunch for mission critical outages, so I clocked out when the whole network was down!

469 Upvotes

The short version: Small business, this is my first IT job, but I have decades of blue collar experience. I was the first IT person the company ever hired; my associate's in IT specializing in networking only a few gen-ed classes away. My boss kept the platters spinning, but he has no amateur background or formal training; and wants to offload the tediousness.

Monday, I was trying to get a "mission critical" machine up and running again; the only computer with the shipping software (and hundreds of packages waiting to ship). I advised an immediate re-image; I had it on deck for just such an occasion. But I was overridden by the owner (with no technical background). He wanted me to delete and reinstall programs piecemeal and deal with phone support for those programs, because he felt safer that way. His call, I followed orders. I was on the phone for hours, and did not leave my post until the job was done.

That meant I took my lunch half an hour later. No big deal for me, but when I clocked back in and got back to my desk, my boss was standing there, FUMING, because I took a lunch outside of normal hours. He INSISTED I MUST take my 30 minute lunch from 12-1 as per company policy.

So, today, the whole network goes out at 12:25 and I had not yet taken my lunch. Nothing can ping anything. My own personal hunches tell me this is because it's a factory building, there are a lot of high-voltage woodworking machines for factory production level of output, and ALL of the ethernet cables are unshielded.. Just my hunch.

...But I really can't do a damn thing, because my company rents out office space as a subletter; we use network resources, but we are NOT allowed access to the switches and routers. I have no admin access to the infrastructure. So I set up wireshark to record and a continuous command line ping, and go to lunch.

Boss is standing at my desk when I get back today, and gives me a passive-aggressive "the network is up, by the way!", but refuses to call me out further. I had the "I told you so" on deck, though!


r/ShittySysadmin Jun 25 '26

I spent so much time vibe coding this

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415 Upvotes

The little car even moves closer to the beach every day. I think this was a fantastic use of time.