Reddit Sysadmin – Telegram
Hiring folks: why do you ask "tell me about yourself "

Im always torn on how to respond to this aside from answering it like John madden mixed in with Tony Romo.

What are you looking for? What is ai looking for?

https://redd.it/1neskw0
@r_systemadmin
How do you deal with incident amnesia?

Hey everyone,

I’ve been thinking about this problem I’ve had recently. For teams actively facing multiple issues a day, debugging here and there, how do you deal with incident amnesia? For both major and micro-incidents?

You’ve solved a problem before, it happens again after a span of time but you forget it was ever solved so you go through the pain of solving the issue again. How do you deal with this?

For me, I have to search slack for old conversations relating to the issue, sometimes I recall the issue vaguely but can’t get the right keywords to search properly. Or having to go to Linear to comb through past issues to see if I can find any similarities.

Your thoughts would be much appreciated!

https://redd.it/1nesw3j
@r_systemadmin
Weekly 'I made a useful thing' Thread - September 12, 2025

There is a great deal of user-generated content out there, from noscripts and software to tutorials and videos, but we've generally tried to keep that off of the front page due to the volume and as a result of community feedback. There's also a great deal of content out there that violates our advertising/promotion rule, from noscripts and software to tutorials and videos.

We have received a number of requests for exemptions to the rule, and rather than allowing the front page to get consumed, we thought we'd try a weekly thread that allows for that kind of content. We don't have a catchy name for it yet, so please let us know if you have any ideas!

In this thread, feel free to show us your pet project, YouTube videos, blog posts, or whatever else you may have and share it with the community. Commercial advertisements, affiliate links, or links that appear to be monetization-grabs will still be removed.

https://redd.it/1nez4pk
@r_systemadmin
Blocked password list - does it impact current passwords?

Morning all,

Finally got approval to put a blocked password list in place, recent pentest showed loads of people with the most basic passwords known to man.

Question is, say I add "Password12345" to the blocked password list, does this just impact future passwords going forward, or will it cause problems for any users with "Password12345" as their password?

Obviously I am forcing password changes etc, but just curious as to how the blocked password list works for currently set passwords.


We're Hybrid, so will be set in AD and synced over to 365.

https://redd.it/1neyiry
@r_systemadmin
C-suite has 12,000 Outlook folders and Outlook is eating a whole i7 alive

One of our execs has built his “system” in Outlook. The result:

12,000 folders
\~90,000 emails
50GB OST
Cache already limited to 6 months

Every 3 minutes Outlook Desktop spikes CPU to 100%, happily chewing \~40% of an i7 with 32GB RAM while the machine sits otherwise idle. This seems to close down other programs, making the computer basicly useless.

Normal exports die (even on a VM). Purview eDiscovery is the current desperate experiment. He refuses OWA. He insists on Outlook Desktop.

I feel like we’ve hit the actual architecture ceiling of Outlook, but I’m still expected to “fix it.” Has anyone here ever dragged a setup like this back from the brink? Or do I just tell him his workflow is literally incompatible with how Outlook/Exchange works?

https://redd.it/1nf1sm6
@r_systemadmin
MFA Entra AD - Break Glass Account

Hey guys,

today I received a message that Microsoft is enforcing MFA for Admin-Portals.
Which in itself is nothing new, I already configured CA for every Admin Account.

But the Message itself says, that every Admin needs it and that this rule will overwrite any CA-Rule.

>Notes:

>You can revisit this page to select a future enforcement date up to September 30, 2025 UTC.

>The portal enforcement will bypass any MFA exclusions configured via Conditional Access policies, security defaults or per-user MFA.

>You can determine if there are any users accessing these portals without MFA by using this PowerShell noscript or this multifactor authentication gaps workbook.

If I understand this correctly my Break Glass Account needs MFA aswell then? I always thought this was supposed to be the account to have direct access if everything else fails.

How do you guys do this?



https://redd.it/1nexxtw
@r_systemadmin
How should critical vulnerabilities be handled?

Another subreddit suggested I come here for advice on this.

Backstory:
I know it's probably different from company to company but I'm hoping to get some insight on this process. I'm in a support role for a mid-size company. It's unique in that it's tier 1/2 support but also some system administration. They're trying to squeeze all the work they can from their underpayed employees across the board, but it's getting me some valuable experience so I'm okay with it. For the most part. The Sr System Engineer is "retiring" soon. He wants to go 1099 and only work 20 hrs a week on certain projects. He's trying to unload this work on me in preparation of his retirement. I don't have an engineering background. Quite the opposite. I fell into IT and have no real technical education.

Here's the rub, Security will create Vulnerability Management tickets. It looks like they just copy/paste text from cve.org or Defender. It's usually a lot of information referencing several possibly affected programs requesting an update or patch to the affected program. I'm then expected to go in and update whatever needs to be updated. It usually involves a developer or analyst's laptop with non-standard software. I try to do my best and determine what software needs to be updated but 80% of the time the user will push back saying they don't have it or it will already be updated to the current version. If I don't see it listed in their programs I have to take their word for it. Or, for example, if it involves Apache Commons Text, I don't even know what that is or how to find it so if the user pushes back I have no choice but to take their word fur it. If it's already the current version, I don't what else I'm supposed to do. I can try to use AI for help but that involves a long remote session with the user while I troubleshoot and it rarely ends in success. The retiring engineer (who is actually a generally nice guy) will tell me I need to figure these things out because he's retiring soon and won't be around to do this. I don't feel like I have the education, experience, or knowledge to complete most of these tickets.

I also feel like the Security team is abdicating their responsibility to some degree on this. It's not the first time I've felt this way about Security. When I ask if software is security approved they tell us to search cve.org but when I come back and tell them that it says the program is high risk and I should deny it, they say it's not that simple and other factors need to be taken into consideration but they don't elaborate or follow-up on it. I'm not a security guy. I don't know how to make these determinations.

Is this how it's supposed to work? Am I just supposed to figure it out or just fail at the job? In short (too late for that I suppose, haha) am I the problem?

https://redd.it/1nf57a2
@r_systemadmin
Critical Cursor AI Flaw Allows Silent Code Execution via Malicious Repositories

**Date:** September 12, 2025

**TL;DR:**

* Cursor AI ships with Workspace Trust disabled by default, creating a silent code execution risk.
* Attackers can weaponize malicious repositories to run arbitrary code as soon as a folder is opened.
* Users must enable Workspace Trust and audit repositories to mitigate potential supply chain attacks.

A serious security flaw has been disclosed in the AI-powered code editor Cursor, a fork of Visual Studio Code. The vulnerability allows attackers to execute arbitrary code when a developer opens a maliciously crafted repository. The issue arises because Cursor ships with Workspace Trust disabled by default, which lets .vscode/tasks.json auto-run commands without user consent.

This flaw poses a significant threat to developers and security teams by opening the door to supply chain attacks. Sensitive credentials could be leaked, files modified, or systems compromised. To protect themselves, sysadmins and developers should enable Workspace Trust in Cursor, use alternative editors for untrusted code, and carefully review repositories before opening them.

**Full Story:**

[https://thehackernews.com/2025/09/cursor-ai-code-editor-flaw-enables.html](https://thehackernews.com/2025/09/cursor-ai-code-editor-flaw-enables.html)



https://redd.it/1nf7mhh
@r_systemadmin
Asked to be a guest speaker on IT security for individuals/micro businesses

Hello friends,

A client of mine asked me to be a guest speaker at an event in a very specific trade. Effectively, it's a bunch of micro businesses (1-2 employees), and they want me to offer advice on cyber security/etc.

I've never done this before, do you guys have any tips? She wants a 50 minute presentation but I don't know if I can blather about stuff that long, so I was thinking maybe a 30 minute session covering 6 topics at 5 minutes each, with 20 minutes of questions/answers.

She also asked me how much I would charge for this, but since I've never done this I don't know what to answer. I would think my hourly rate to prepare the presentation and the time to do the presentation.

https://redd.it/1nf6396
@r_systemadmin
MSP fixing vulnerabilities on our network - should fixes be included in our SLA or be chargeable?

It's not exactly clear if they are included in our SLA but you would imagine if our MSP is in charge of setting up and securing our network, that they would fix whatever vulnerabilities they find. How is this generally handled in other orgs who have an MSP? Thanks

https://redd.it/1nf6tf1
@r_systemadmin
Is it normal that my team demands me to answer phone calls from them when I'm on vacation?

Half a year ago I went on 10 day vacation. Before leaving, I left our Project Manager a message with a quick guide on what was left to do with the project and a note, that she needs to pick someone from the team to continue with the tests.

When on vacation, I was doing tourist things and haven't really paid attention to my phone (also was out of service often). In the afternoon I've noticed few unanswered calls and a message from my colleague, asking about the details of the project - I messaged him, to write to the PM, so she can forward him the note with the guide. Few hours later I've noticed few new messages, where he asks me to talk about the project, so he doesn't have to message the PM. I got annoyed, told him the PM knows every detail and stopped answering.

After coming back from vacation, I got scolded by whole team, that I should answer the calls.

Now, half a year later, I'm going on vacation and my team member asked me how can he contact me in case he needs something.

Is it normal? I honestly wasn't expecting that kind of reaction from the whole team. And it's not some small company with 3 person IT dept - just a regular corporation.

https://redd.it/1nfeeqm
@r_systemadmin
Users storing passwords on personal gmail accounts

I work in healthcare IT and a user told me today that everyone in his department created a personal gmail account to store their work passwords on and that they use the same password for everything. They wanted me to reset their gmail accounts which I obviously don’t have access to do because they made it.

How do you all handle situations like this? I reported this to my manager due to my concern of PHI being accessed. Maybe I did the right thing reporting it but I also am worried that I am overreacting.



https://redd.it/1nfgl3k
@r_systemadmin
Did I do the right thing?

Hi all,

I recently handed my notice in at a job where I felt undervalued and stressed due to the chaotic nature of the business. In the last year I got the "extra" responsibilities of label printers, power BI connections and dashboards, creating and maintaining html apps for the business. All on top of the infrastructure of switches, hosts, storage etc. alongside this I was also teaching new IT recruits.
Small increase of 1.5k pay per year to cover.
This seems like a lot of work but I also think this is maybe the nature of being a sysadmin in a medium business? ~300 employees.
I recently landed a job as an infra engineer instead, for the same pay and a couple more hours a week but for a company with a slightly larger IT team.

I enjoyed the old place because it was varied and I liked most of the people, but I'm running out of steam and they wouldn't hire anyone else that's 3rd line level knowlege to help.

I feel like I've done the right thing, but what would your deciding factors be?

https://redd.it/1nfbdtu
@r_systemadmin
KB5014754 - AD Strong Certificate Mapping Enforcement. What are you doing? Help

I am trying to figure out how to handle this enforcement of strong certificate mapping for smart cards that Microsoft is enforcing next patching.

* Our PKI team uses Entrust and our certs are stored in an LDAP other than active directory so we cannot add the SID stamping from the AD account on their certificates.
* We have 2016 Domain controllers so we cannot use the GPO tuples for strong name based mapping
* Users self-renew their smart card certs any given day so there could be hundreds of newly-issued certificates between newly issued smart cards and renewed certs.

I have been running splunk searches against eventcode 39 and manually mapping the AltSecurityIdentities attribute to their AD account based off the events over the last month.

I need to set up some kind of a sync that connects from LDAP-A and can detect newly issued certificates, pulls the cert serialnumber/issuer, or SKI, whatever attribute we choose, and dumps it into LDAP-B (AD) account's altsecurityIdentities.

Is anybody else successfully doing this via powershell or python or anything? I am NOT a coder whatsoever. Starting to freak out.


[https://support.microsoft.com/en-us/topic/kb5014754-certificate-based-authentication-changes-on-windows-domain-controllers-ad2c23b0-15d8-4340-a468-4d4f3b188f16](https://support.microsoft.com/en-us/topic/kb5014754-certificate-based-authentication-changes-on-windows-domain-controllers-ad2c23b0-15d8-4340-a468-4d4f3b188f16)

https://redd.it/1nfcr26
@r_systemadmin
IT Jobs Offshore?

Anyone out there hold an IT job that keeps you on a boat or rig, if so how did you find it?

Craving something different and the ocean has always called my name, would really hate to ditch a built career to scratch this itch but vacations at the beach only do so much!

https://redd.it/1nfoi4k
@r_systemadmin
Company policies that IT (Sysadmins) break.

I thought it would be fun to see what corporate policy type things IT people often break.

First thing I think of is dress code! Even our CIO does his own thing to push the norm. Wears nice shoes and a sportcoat, but almost always some tshirt, which might be more or less goofy depending on who has scheduled to see that day.

https://redd.it/1nfqvgd
@r_systemadmin
Power outage during Robocopy /MOVE

Hi guys, I need some help. I was copying a large amount of data to a new data structure using Robocopy on the same drive because of changes in the data structure and access rights (the company required this).

Command used:
robocopy "D:\\<SOURCE>" "D:\\<DESTINATION>" /E /MOVE

Everything was fine at first — it had already copied a few folders, moved the files, deleted the old ones, and didn’t copy the access rights to the files, which was exactly what was needed.

However, during the copy of a large folder (\~250 GB), we had a power outage. Now, the new location has about 213 GB and the old one still has 37 GB.

My question is: can I just repeat the same command? From what I understand, Robocopy with /MOVE won’t delete the original files if the new ones aren’t successfully created.
Is there anything I should be aware of?

Of course, I did make a checkpoint of the VM before starting, but I’d prefer not to re-copy the entire 1.5 TB from the beginning.

https://redd.it/1ng1es0
@r_systemadmin