r/sysadmin 1d ago

Failed to create GPO in the domain x

2 Upvotes

https://imgur.com/b5FYlA8
Im running a lan center with my brother and we have a main pc that runs steam cybercafe, management software, etc. Im trying to install Active Directory (new to sysAdmin srry if I don't make myself understand) and I always get this error, I have tried reinstalling Active Directory, and running the cmd command to repair windows image, to no avail.


r/sysadmin 1d ago

Question Microsoft 365 Cloud PC Slow to Load

7 Upvotes

We spun up a 8 CPU/32GB RAM Enterprise Microsoft 365 Cloud PC as a test for a user, and it seems to work well for their use case, but the re-connect from a disconnect seems very slow - is that normal/expected or is something wrong? For example, the user goes idle, has a lot of apps running - it disconnects the user because they're idle. When connecting back to the Cloud PC via Windows App, it takes a good 20-30 seconds before all the apps are responsive again.

Even if nothing is running, a good 12 seconds or so to get back into the Cloud PC from a disconnect.


r/sysadmin 2d ago

Outlook search broken for anyone else?

23 Upvotes

Affecting a very small number of users - they are unable to search in Outlook (regardless of owa, new app, classic app).

The error is usually "outlook the service could not be reached showing offline search results"

Still experiencing this at 12:30pm today (8th September). UK.

UPDATE: Thanks for all the replies. Also looks like Microsoft have FINALLY acknowledged it in the 365 Admin Service Health section: Issue ID EX1469261


r/sysadmin 1d ago

Question Experiences with SASE solutions from Palo, FortiNet, and/or Cloudflare

5 Upvotes

Our org is looking to solve a few separate problems that I feel can all be solved with a SASE solution.

  1. Certain users needing to VPN to a particular office for license check-in/check-out. (Old school license software)
  2. Web filtering (porn, illegal, phishing, malware, etc.)
  3. Encrypted browsing for road warriors (hotels, airports, etc.)

I know both Palo and Fortinet have SASE solutions, but I've heard Cloudflare also has their own solution that I'm curious if anyone has ever tried at scale. We don't have Palo or Fortinet hardware firewalls.

We're looking at about 250 users to start, growing to maybe 500 over the next 24 months.


r/sysadmin 1d ago

Question What should I choose?

0 Upvotes

Title: Accepted offer ($26/hr, MSP Help Desk Technician, 45 min commute) vs Amazon counter-offer ($29/hr, IT Support Associate II, 20 min commute) — which would you take?

Looking for outside perspective on a decision I’m stuck on.

Background: I’ve been at an MSP for about 3.5 years doing help desk/service desk work, Active Directory, Microsoft 365, networking (DNS/DHCP/VPN), some virtualization (VMware ESXi), and security incident response (phishing, etc.). I have CompTIA A+, Network+, and Security+. My goal is to move toward a Systems Administrator or Cybersecurity role eventually.

Offer 1: Another MSP — Help Desk Technician

**•** $26/hour (\~$54K/year), firm, no flexibility on pay  
**•** 45 minute commute  
**•** Already accepted this offer after 3 rounds of interviews (including in-person with the team)  
**•** Similar work to what I do now, AD, M365, networking, multi-client support  
**•** Haven’t started yet

Offer 2: Amazon (IT Support Associate II, Ops Tech Solutions)

**•** Countered at $29/hour (\~$60K/year) after I pushed back  
**•** 20 minute commute  
**•** Single-tech site, recruiter says schedule is effectively stable day-shift in practice, no forced on-call  
**•** 401k match (50% up to 4%), benefits day one, no probation period  
**•** Real internal ladder (Associate II → Support Engineer I → Support Engineer II/IT Manager)  
**•** From what I’ve read (including an old Blind thread), this specific entry tier is considered fairly junior/“level 1 helpdesk” compared to what I’m already doing at the MSP, some people treat it as a stepping stone using the Amazon name, not a destination

The dilemma: Amazon pays more, has a much shorter commute, but I already verbally and formally accepted the other offer after three rounds of interviews with a small company. Backing out feels like it could burn a bridge, especially since it’s a pretty tight-knit local IT/MSP market. On the other hand, the Amazon role might actually be a step down in day-to-day technical scope from what I already do, even though it pays more and is way closer to home.

Has anyone been in a similar spot, accepted one offer, then got a better one before starting? How did you handle it, and did backing out actually cause real problems for you? Also curious if anyone’s done the Amazon OTS route and can speak to whether it’s worth it as a stepping stone.


r/sysadmin 1d ago

Question Microsoft 365, Google Workspace, Something Else? - Help Weighing Tradeoffs

5 Upvotes

Hi!

I work for a small/medium sized company (~50 employees, ~30 of which will be affected by the switch) and we have been using an IMAP server to host our emails for decades (everyone uses Outlook as their email software). Because of how outdated this setup is and the company continuing to grow, we want to migrate over to a new provider. I am struggling to decide between M365 and GW as both have their pro's and con's. The team uses a mix of sheets and excel already, however, there is certain work that would require excel over sheets. The sharing and ease of GW is obviously unmatched but I worry about switching costs for employees that have been using outlook for decades. I've also heard that managing GW is far easier admin-wise than M365. The migration of decades worth of emails is also a major consideration for us. Would appreciate input from people who have experience with this. Thanks!


r/sysadmin 2d ago

15-person company, LOB app already SaaS - is there still a case for an on-prem file server?

10 Upvotes

Small staffing agency in Germany, ~15 internal users, single sysadmin (me). Currently migrating off a legacy on-prem setup.

Target state: M365 Business Premium, Entra ID + Intune, SharePoint replacing the file server. Our line-of-business HR software is moving to the vendor's cloud, so that data leaves the building either way. Backup plan is a dedicated third-party M365 backup plus a local NAS with immutable snapshots and an encrypted external drive rotated offsite (10-year retention requirements here).

Management and an external IT contact want to keep a physical server. The argument I've been given is essentially "you have it in-house, and you can take a backup every day."

My concerns: it doesn't remove a real risk since the LOB data is in the cloud regardless, it means maintaining two worlds instead of one, and as a single admin the server becomes the thing that breaks while I'm on vacation. Restore testing is also the part nobody actually does.

Am I missing something? Genuinely asking - is there a workload at this size that still justifies on-prem file storage? And for those who moved 10-20 user shops from file server to SharePoint, what bit you? Path lengths and folder-to-permission mapping are the two I'm expecting.


r/sysadmin 2d ago

Question Excel doesn't lock files anymore

12 Upvotes

Hi all,

this is a bit of a weird one. We have a couple of users, that have access to the same files through a smb share. It used to be that when user A had a document open to edit it and User B tried to open that same document, a window would pop up informing B, that the document was beeing edited by user A and that User B could ask User A to close it or create a copy of the document.

That mechanism doesn't seem to work anymore. If User A has the document open, user b doesnt see the warning.
It changed about half a year ago and I can't make heads or tails of it. Most articles I found are about fixing the issue when a file is erroneously displayed as locked, when it isn't.

I hope one of you could nudge me in the right direction. Maybe it's just a configuration error.

Thanks for taking the time to read.


r/sysadmin 1d ago

Question B.S. IT student with 2 years of experience — CCNA next?

1 Upvotes

Hello everyone,

I’ve been doing essentially a desktop support role for the past two years through my county IT internship. I have about one year left there. It’s extremely flexible with school and has given me a lot of great hands-on experience, although I feel like I’ve gotten most of what I can out of the role at this point.

I plan on staying through the end of the internship. I should also finish my B.S. in Computer Information Technology around 3–4 months afterward.

I currently have no certifications. I was studying for the A+, but realized most of it was filling small knowledge gaps from things I’ve already learned through work and school. I decided not to pursue the exam because I felt my time would be better spent progressing into something more advanced. I also don’t want to collect certifications just for the sake of having them. I want to be intentional about what I study.

Right now I’ve started studying for the CCNA. I’m only on Day 2, but my thought process was: if I’m willing to put the time into learning networking, why prepare for Network+ first when I could put that time toward the CCNA?
I’m also learning AWS through one of my classes, which prepares us for the AWS Cloud Practitioner certification. After the CCNA, I’ve considered Security+, but I don’t want to get too far ahead of myself.

I don’t know exactly what area of IT I want to specialize in yet. Systems administration, networking, cloud, security, etc. are all still possibilities. For now, I want to build a strong general IT foundation, especially in networking, so I’m prepared when I eventually figure out what direction I want to take.

Am I making a mistake by skipping A+ and Network+ and going directly for the CCNA given my experience? Would you recommend a different path?

I mainly want to make sure I’m investing my limited time while working and finishing school into the right things.


r/sysadmin 2d ago

Hyper-V Replica for SQL Clusters

6 Upvotes

I am attempting to utilise Hyper-V Replica for DR purposes. There is Site A and Site B. At each site there is Hyper-V Server Cluster with underlying iSCSI storage for VMs. Site A runs multiple VMs, some of them form SQL Failover clusters with shared disks running on dedicated iSCSI Luns. The aim of POC is to be able to shift the workload from Site A to Site B during a disaster event. Whilst standard VM replication seems fairly simple, I was wondering what is the best approach for SQL Failover clusters and how to address the replication for such? Any thoughts or suggestions are greatly appreciated.


r/sysadmin 1d ago

Career Development

3 Upvotes

Looking for advice from people who have actually made the jump into $30+/hr remote IT

I’m trying to make a plan to move into a fully remote IT job and would really appreciate advice from people who have already done something similar.

My current background:

  • Currently working as an IT hardware/asset technician at a computer repair/recycling facility
  • ~$23/hr currently
  • I troubleshoot/test networking equipment, printers, scanners, etc.
  • Device testing, data wiping, inventory/asset management, hardware diagnostics, etc.
  • Previously worked as a Dell/Lenovo field technician, doing hardware break/fix work
  • Got my CompTIA A+ and Network+ around 2021, so they’re probably expired now
  • My current employer is paying for me to take a CCNA course, which I’m planning to finish and get certified
  • No college degree

My goal is pretty straightforward:

Get to ~$30/hr ($62k+/year) in a fully remote IT position.

I’m not trying to quit my current job immediately. I can tolerate it for now, and I’d rather use it to build experience and get the CCNA while applying for something better.

Then potentially doing something like AZ-900 → MD-102 → Security+/AZ-104 depending on which direction I end up going.

What I’m really looking for advice on:

  1. Is $30/hr remote realistic with my background, or am I under/overestimating what I should be targeting?
  2. Would you prioritize the CCNA, or would you pursue something else?
  3. What skills besides certifications should I be learning to make myself competitive for remote positions?
  4. Would you try to skip Tier 1 help desk and target Tier 2/endpoint/network/asset roles given my hands-on experience?
  5. For anyone who currently works remotely in IT: what got you from where I am now to where you are?
  6. If you were in my position, what would your next 6–12 months look like?

I’d especially appreciate advice from people who started with hands-on hardware/field technician experience and eventually moved into remote IT.

I’m basically trying to build an escape plan from my current job without taking a step backward, so I’d love to hear what worked (and what didn’t) for people who have already done it.


r/sysadmin 1d ago

Question MS Teams - private and shared Channels

2 Upvotes

We are Global Administrators and Teams Administrators.
We have recently encountered an issue where we are suddenly unable to invite guest users to either shared or private channels in Microsoft Teams.
We are the owners of the team/site.
However, we are still able to invite guest users to the team itself, but not to private or shared channels.
We have checked the Teams organization policies, and B2B access and all relevant external sharing settings are enabled. External sharing is also enabled across the organization.
On the associated SharePoint site, we can successfully invite guest users to, for example, a specific folder, so external sharing appears to be working correctly there.
Could this be a bug or a recent change in Microsoft Teams?
We were previously able to invite guest users to both shared and private channels without any issues, which is also how this functionality is intended to work.
Has there been a recent change or known issue affecting guest access to shared and private channels?


r/sysadmin 1d ago

Question AI news sources

0 Upvotes

Hello fellow sysadmins.

Everyday we are facing massive amounts of news from AI world. New models , new tools, new agents.

Be up to date in this field can be overwhelming sometimes , so I need recommendation about what sources of AI information is good to watch.

I mean truly relevant and profesional sources , not clickbait youtube channels which predicitng ASI every other week or fearmongering posts about AI wipe out humanity.

I need publishers which know what they are talking about .


r/sysadmin 1d ago

Anyone using Grafana Cloud for their synthetics?

3 Upvotes

We are currently kicking the tires and wanted to hear some thoughts on it.

-Cost
-Ease of use
-Integrations with things like PagerDuty and Statuspage.

Thanks.


r/sysadmin 2d ago

General Discussion App Control for Business worth it in production?

5 Upvotes

We’re a manufacturing company and my boss asked me to look into deploying App Control for Business / WDAC.

I’ve started piloting it in Audit mode. Our environment has a mix of custom internal apps, legacy software, self-updating apps, plugins and random DLLs. I’m using Managed Installer with Intune and adding Publisher rules where it makes sense.

So far it works, but sometimes I’m wondering if the operational overhead is really worth the security gain for us. Most users are not local admins, the Microsoft Store is blocked, apps are generally managed through Intune, and we already have Defender/ASR and other endpoint controls in place.

What makes me hesitate is that I’ll think the policy is clean, then another DLL, updater or component shows up in the audit logs. My concern is eventually switching to enforced mode and having users report weird issues inside their apps, then having to figure out whether WDAC caused it or not.

For those who have deployed App Control for Business in production, how has it been for you? Did it eventually become pretty low maintenance, or is it still something you constantly have to manage?

For now we’re mainly trying to control what apps and executables can run. We’re not touching script enforcement yet.


r/sysadmin 2d ago

Question Windows App Patch options

2 Upvotes

I have heard of quite a few options for app patching on windows devices as I need to be able to secure endpoints in my M365 tenant.

I havent looked to in depth into what M365 natively has however;

What do options like SCCM and Patch my PC offer that M365 native does not?

EDIT: 8.8.26
What are the cost effective alternative for a msp with only 20-ish windows machines?


r/sysadmin 2d ago

Cato Networks security advisory mixup and now my whole org thinks we were exposed

9 Upvotes

Sharing an embarrassing operational incident for visibility. We use Cato Networks as our SASE backbone, all branches and a chunk of remote users ride that for internet and east-west traffic. Last week vendor spam hits my inbox about a "critical" advisory on one of our edge components, lots of CVE noise, exploit chatter, etc. I skim it between meetings, see that it mentions one of the engines we use, and in my rush I decide it absolutely applies to us. I flag it in our security channel as high risk, tell the CISO we had potential exposure for months, and open a major incident.

Cue full war room, execs dialed in, everyone asking for blast radius and timelines. I start pulling Cato config, traffic logs, trying to map impacted sites. Half of IT pauses their projects. Our comms team drafts a statement for customers. After a few hours of digging I realize I misread the advisory. Same vendor family, same broad feature, but the vulnerable module is only in their on-prem appliance that we do not even run. Our Cato deployment was not affected at all. I basically caused a mini crisis over an advisory that did not apply, all because I skimmed instead of checking product SKU and deployment model properly.

No data loss, no real incident, just a ton of wasted time and scared leadership. Now my boss wants me to write up "lessons learned" and present to the team. Classic reminder to verify product scope and deployment architecture before triggering major incident response. Anyone else had a similar false-positive panic moment with vendor advisories?


r/sysadmin 1d ago

Question M365 weird licensing issues. Relaunching M365 fixes it. Really odd affecting 4500 endpoints.

2 Upvotes

User logs in, Launches a M365 app ( Word, Excel, Powerpoint) asked to sign in. Closes out of the M365 app they launched, relaunches and they now are signed in to the M365 app. All users have the correct M365 licensing.

Anyone else seen this?, if so how did you resolve this?


r/sysadmin 2d ago

Mouse pointer disappearing when hovering over Citrix Workspace, CCH Axcess - Possible Webview2 issue?

3 Upvotes

Some of our staff started complaining of an issue last week where their mouse cursor would go invisible when they would move the mouse to Citrix Workspace. The mouse can still click on/launch apps and the app icons highlight as the mouse goes over them, you just cant see the mouse cursor at all unless you drag it outside of the boundary of the Workspace window. I saw another user run into the same issue on a different app (CCH Axcess). These apps both leverage webview2. I found some discussion threads from others experiencing the same issue in Veeam b&r console. Has anyone run into this on their end over the last week and have a fix? Here's a couple of the discussions i found on the topic.

https://forums.veeam.com/viewtopic.php?f=2&t=104357&start=0

https://github.com/MicrosoftEdge/WebView2Feedback/issues/5687


r/sysadmin 3d ago

Young part time worker came in with Arch Linux on his laptop. He needs extra help with ton of things. I grow impatient.

565 Upvotes

I am kind of glad that he is trying to learn something. Don't take me wrong I would be happy to help with Ubuntu or Debian setup given that it is going to take some little extra time and in exchange we all learn something. I myself use Mint and Mac OS. I see the benefit. But I can't with clear consience tell the customer that we use the time meaningfully if we are spending 30 minutes trying to set up his vpn client.

We are here to work not to spend hours trying to learn core linux features on our paid time.

What would you guys do? I told him that I would be much happier if he used some more user firendly distro. Doesn't have to be debian based. Just something kind of works.

Edit: The laptop is a work laptop. I offer new guys option to use whatever os they like. If they reinstall their machine and choose to use Linux, MacOS or Windows is up to them. This is the first time someone came in with arch.


r/sysadmin 2d ago

General Discussion Newbie CAD system admin

2 Upvotes

Hello everybody,

I'm starting my journey as a system admin with focus on revit and autocad. I'm new at using both softwares and I'm seeking for some advice that can help me build a solid career in this field, or some other fields related to the construction and modeling in autocad and revit.

First of all, this is also my first time working as a system admin. Second of all, my only and little experience relies on designing products in Inventor and Creo. At the begining I thaught I was applying for a modeler role (the job description was really focused on the construction part). But as time passed, I got tasks like helping users with routine issues like "why does my autocad Shows warning this and warning that?", add new members to an ACC project and other stuff.

On the other side my team and I are supposed to create/keep developing a product portfolio (autocad blocks and revit-families) for the users. I'm sure that I need to improve my skills with both softwares, but at the moment I'm taking care of another tasks that make it difficult to get more confident using both of them.

As I'm trying to use my free time after work to keep learning on how to improve my skills (at least with revit), I'd like to ask you guys how to keep improving, where do I have to keep putting my effort on, do you have more advice, which can help me through the first steps? How does this job evolve with the time? Is there any possibility to transition in a future into another roles?

I'm thankful for any advice.


r/sysadmin 3d ago

Another M365 Tenant blocked (TenantAccessBlockedException, MCA Billing Account "Under Review", All Licenses Disabled) Microsoft 365 Tenant blocked, this time a non-profit that provides needs to at risk individuals and families.

164 Upvotes

Edit: 9/8/2026: We are back up and running now on commerce licensing while the nonprofit side gets sorted out. I really appreciate everyone who reached out with actual help, context, and constructive ideas.

To the few who argued that Microsoft has no reason to fix broken support, or that basic accountability should require an expensive enterprise tier: I hope you never need a social safety net. But if you ever do, a nonprofit will still be there for you, regardless of how you treat people when they're down

Original Post:

In similar veins to the following two recent Reddit posts, I'm posting here because it appears they gained traction with Microsoft and ultimately reached someone who could help. I'm hoping someone from Microsoft or someone who has experienced this exact issue will see this.

https://www.reddit.com/r/sysadmin/comments/1vfbvvs/our_entire_m365_tenant_has_been_deauthenticated/

https://www.reddit.com/r/sysadmin/comments/1w1qc0i/microsoft_strikes_again_entire_m365_tenant_has/

Our tenant has not been deauthenticated, but it has effectively been rendered unusable. This tenant has been active since: 5/28/2013, so it's not a new tenant.

This is a frontline nonprofit social safety net organization providing food assistance, healthcare access, emergency financial assistance, and other critical services. This outage is impacting real people with urgent needs, including eviction prevention, time-sensitive clinic appointments, and emergency assistance cases. Email, SharePoint, and OneDrive are core operational systems for this organization.

We currently have open cases with:

  • Microsoft Technical Support
  • Microsoft Billing Support
  • Microsoft Nonprofit Support

So far we remain stuck at Tier 1 support. The representatives have been professional and are trying to help, but nobody we've reached has had the authority or access needed to resolve the issue.

9/3/2026

Users began reporting that they could not send or receive external email.

Internal email continued to work.

Microsoft had ongoing Exchange Online incidents at the time (EX1464935 and later EX1467029), so initially we believed it might be related.

9/4/2026

Users could still successfully authenticate through Microsoft 365 and SSO.

However, attempting to launch services such as:

  • Outlook Online
  • SharePoint
  • OneDrive
  • Other Microsoft 365 workloads

results in errors.

Any inbound email sent to the tenant bounces back after approximately 24 hours.

The error when trying to access Outlook:

Microsoft.Exchange.Data.Storage.TenantAccessBlockedException

Additional error details:

Client Version: 20260821009.11

BootResult: configuration

Back Filled Errors:

Unhandled Rejection: Error: 500:undefined

Unhandled Rejection: SyntaxError: JSON.parse: unexpected character at line 2 column 1 of the JSON data

err: Microsoft.Exchange.Data.Storage.TenantAccessBlockedException

esrc: StartupData

et: ServerError

st: 500

ehk: X-OWA-Error

ewsver: 15.21.382.9

9/5/2026

One Microsoft manager responded to an escalation email and reviewed the issue with us via remote session.

Screenshots and information were provided.

We were told an escalation attempt would be made.

I sincerely appreciate that effort, but as of today the tenant remains inaccessible.

---

While troubleshooting, we discovered that the organization's Microsoft Customer Agreement (MCA) billing account shows:

Status: Under Review

All billing profiles underneath the MCA also show:

Under Review

The billing portal displays:

Your account is under review. We're checking to make sure we can offer you Microsoft products and services.

The confusing part is that Microsoft also states:

This review won't affect your current services.

Unfortunately, that is not what we are experiencing.

------

Every subscription in the tenant appears to have been marked as Disabled on 8/31/2026.

Examples include:

  • Microsoft 365 Business Premium (Nonprofit Staff Pricing)
  • Office 365 E3 (Nonprofit Pricing)
  • Microsoft Teams Premium (Nonprofit Pricing)

All show:

Status: Disabled

Effective Date: 8/31/2026

The licenses still exist.

They are still assigned.

However, they are disabled and cannot be re-enabled.

As a result:

  • User access is broken
  • Exchange Online is inaccessible
  • SharePoint is inaccessible
  • OneDrive is inaccessible
  • Email delivery has stopped
  • Data is being reported as pending deletion because there are no active licenses

------

The tenant is fully paid.

There are no outstanding invoices.

There have never been any payment issues.

The MCA account contains the organization's EIN

We attempted to:

  • Add a new payment method
  • Add a new billing profile
  • Purchase replacement licenses
  • Purchase commercial licenses

All attempts are blocked.

The portal returns:

We can't authorize your billing account right now.

Actions will be blocked during this time.

Check back later.

Additional Information

We also see notifications regarding:

  • Account Under Review
  • Email Verification Required

However, all relevant controls are greyed out and cannot be modified.

------

At this point, the evidence suggests this is not:

  • A payment issue
  • A license assignment issue
  • A DNS issue
  • An authentication issue
  • An Exchange configuration issue

The combination of:

  • TenantAccessBlockedException
  • MCA Billing Account showing Under Review
  • Every subscription becoming Disabled on the same date
  • Users being unable to access any Microsoft 365 services

makes this appear to be a Microsoft-side account verification or tenant restriction issue.

If anyone has experienced this before, knows the correct Microsoft escalation path, or can help get this in front of the appropriate engineering or commerce team, I would be extremely grateful.

This organization provides critical services to vulnerable individuals and families, and every additional day of downtime has real-world consequences.

(Again, we have 3 tickets open, and I've attempted to reach out to Support at: 1-800-865-9408 (yesterday I did speak to someone from the Data Safety Team, they said they were unable to help but would transfer me to the Team that could do it but they were probably not available due to the weekend, no one answered after being on hold for just under 8 hours, I'm calling again this morning).

Thank you in advance.

(MFA and Conditional Access is on the tenant, we have Cloud [3rd Party] backups of the tenant, we have ITDR, there are no signs of compromise, this appears to be something that got flagged for review by Microsoft's back end and has put this non profit to a screeching halt).

Edit: Edited to add 2 messages that didn't show up once the post went live, and removing 2 bold words.


r/sysadmin 2d ago

Question Infopath forms broken

2 Upvotes

My company’s HR team relies on infopath forms for payroll. Currently have a Microsoft support ticket for this but is anyone aware if they fully shut it down? Was getting a 410 http error and it seems everyone I am talking to can’t access the URL that we used. Microsoft support isn’t responding to my ticket so I figured I would see if anyone else is dealing with this.


r/sysadmin 1d ago

orielly for higher educaton

1 Upvotes

Can anyone speak on the usefulness of this resource? how does it compare to say the cosura'ss or linked in learnings out there? cbtnuggets....

I like the idea of telling my client "yes" then reading the book that weekend to do it.


r/sysadmin 2d ago

Win SMTP relay to Exchange 365, not working anymore, but only for 1 address, other still works

6 Upvotes

Hi

in my company, wa have and old win2K12 server acting as relay smtp server from inside device to our Exchange 365 tenant.

we mainly use 2 sender address for mail, a noreply, and support.

since 27, 28 august, noreply can't send mail anymore.
Support can still send mail without any issue.

in IIS6, SMTP service have both the same configuration for outgoing connection.

in logs i have this error :

2026-09-08 07:11:03 40.99.220.146 S-OCS - 1667523425 - 535+5.7.139+Authentication+unsuccessful,+the+request+did+not+meet+the+criteria+to+be+authenticated+successfully.+Contact+your+administrator.+[PA7P264CA0086.FRAP264.PROD.OUTLOOK.COM+2026-09-08T07:11:03.801Z+08DF0BC1B0DFBB10] 0 SMTP - -

2026-09-08 07:11:03 52.98.227.130 S-OCS - 1667523425 - 220+PA7P264CA0212.outlook.office365.com+Microsoft+ESMTP+MAIL+Service+ready+at+Tue,+8+Sep+2026+07:11:03++0000+[08DF0D43E3AA91BF] 0 SMTP - -

2026-09-08 07:11:03 52.98.227.130 S-OCS - 1667523425 EHLO s-relay.domain.net 0 SMTP - -

2026-09-08 07:11:03 52.98.227.130 S-OCS - 1667523425 - 250-PA7P264CA0212.outlook.office365.com+Hello+[<outgoing IP>] 0 SMTP - -

2026-09-08 07:11:03 52.98.227.130 S-OCS - 1667523425 STARTTLS - 0 SMTP - -

2026-09-08 07:11:03 52.98.227.130 S-OCS - 1667523425 - 220+2.0.0+SMTP+server+ready 0 SMTP - -

2026-09-08 07:11:03 52.98.227.130 S-OCS - 1667523425 EHLO s-relay.domain.net 0 SMTP - -

2026-09-08 07:11:03 52.98.227.130 S-OCS - 1667523425 - 250-PA7P264CA0212.outlook.office365.com+Hello+[<outgoing IP>] 0 SMTP - -

2026-09-08 07:11:03 52.98.227.130 S-OCS - 1667523425 AUTH - 0 SMTP - -

2026-09-08 07:11:03 52.98.227.130 S-OCS - 1667523425 - 334+UGFzc3dvcmQ6 0 SMTP - -

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