CIA Brief 20261017

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Security

Microsoft 365 & Windows

  • Retiring NTLM: Frequently asked questions
    Microsoft’s FAQ confirms NTLM will be switched off by default in the next major Windows Server and client release. It isn’t being removed yet, and current versions keep supporting it. You can turn it back on by policy for edge cases, but Microsoft won’t publish a list of its own apps that still rely on it. Nothing groundbreaking, but now is the time to start NTLM auditing on client networks and find the old NAS boxes, line-of-business apps and web servers that will break.
    https://techcommunity.microsoft.com/blog/windows-itpro-blog/retiring-ntlm-frequently-asked-questions/4550522
  • Introducing a team knowledge base, curated by Copilot and agents
    In Frontier preview, Copilot and agents can build and maintain a team knowledge base in SharePoint, made of linked markdown files pulled from email, meetings, chats and site content, and use it to ground agents working with the team. Still early, but this is Microsoft’s answer to agents giving poor answers because team knowledge is scattered and stale. It also means SharePoint structure and permissions hygiene matter even more before you switch it on for clients.
    https://techcommunity.microsoft.com/blog/spblog/introducing-a-team-knowledge-base-curated-by-copilot-and-agents/4564203
  • What’s New in Notebooks | October 2026
    Copilot Notebooks can now be created just by describing your goal, take Markdown, TXT and RTF files as references, and let you edit Word, Excel and PowerPoint files without leaving the notebook. Expanded reference types are generally available, while the rest is rolling out to Frontier first. Worth a look if clients are struggling to find a day-to-day use for Copilot, as project notebooks are one of the easier wins to show.
    https://techcommunity.microsoft.com/blog/microsoft-copilot-blog/whats-new-in-notebooks–october-2026/4559105
  • SharePoint Skills
    The PnP community has published a library of around 60 free skills for Copilot in SharePoint, covering governance, document management, project reporting, site management and more. You install a skill once and call it when needed, rather than everyone writing their own prompts. Worth a look as a quick way to show clients practical Copilot value in SharePoint without building agents from scratch, though treat community content as something to test first.
    https://pnp.github.io/sharepoint-skills/

Cloud & AI

  • Frontier Pre-training at Microsoft AI
    Microsoft AI has finished pre-training MAI-Base-2, a 2.8 trillion parameter model it says beats every open-weight model it tested. It was trained on its own data, not distilled from other models, and Microsoft plans to license it to partners through Foundry. Still early, as post-training is still underway, but it’s another clear sign Microsoft is reducing its reliance on OpenAI, and that will shape what ends up powering Copilot and Foundry.
    https://microsoft.ai/news/frontier-pre-training-at-microsoft-ai/
  • Microsoft wins approval for 96MW Sydney data centre
    NSW has approved Microsoft’s A$1.26bn, 96MW data centre at Huntingwood in Western Sydney, though federal environmental approval is still pending before construction can start. For Aussie MSPs this means more local Azure and AI capacity in the years ahead, which helps with data residency and latency conversations. Worth noting for clients who still think “cloud” means their data leaves the country.
    https://thetechcapital.com/microsoft-wins-approval-for-96mw-sydney-data-centre/
  • MC1506318 – Copilot Studio: end of support for selected AI models
    Copilot Studio is retiring several older models, including GPT-4.1 and GPT-4.1 mini, on both the Standard and GitHub Copilot harnesses. Affected agents will be moved to a replacement model automatically, with the first migration dates in November. Good reminder to list which client agents are pinned to older models and retest them before the switch, because a model change can quietly change how an agent behaves.
    https://mc.merill.net/message/MC1506318
  • Introducing Microsoft Copilot for legal
    Microsoft has made more than 20 legal-specific skills and partner plugins generally available in Copilot. They do native tracked-change redlining in Word, draft from approved precedents held in SharePoint, and run multi-step contract work in Cowork. If you look after law firms or in-house legal teams, worth a look, because this is the first vertical package that makes a real Copilot business case for them. Just make sure precedent libraries and permissions are in order first.
    https://techcommunity.microsoft.com/blog/microsoft-copilot-blog/introducing-microsoft-copilot-for-legal/4564246
  • Introducing Grok Voice 3.0
    xAI’s new speech-to-speech model tops Artificial Analysis’s Speech-to-Speech Index, with response times under a second, and it’s in the API at the same price as the previous version. Still early for most SMBs, but voice agents for after-hours phone answering and first-line support keep getting cheaper and better. Expect clients to start asking whether they can replace their phone answering service.
    https://x.ai/news/grok-voice-3
  • GPT 6.1 beats Gemini 4 Argon
    My latest model shoot-out in Copilot Cowork: GPT 6.1 Sol scored 9.15 against 7.55 for Google’s Gemini 4 Argon on the same prompt, and the full evaluation is linked in the post. Nothing groundbreaking for most users, as leaving Copilot on Auto is fine, but it’s a useful data point if clients ask whether they should pay for a separate Gemini subscription.
    https://blog.ciaops.com/2026/10/14/gpt-6-1-beats-gemini-4-argon/

After hours

Tesla’s Flying Roadster Revealed: Everything That Happened in 10 Minutes – https://www.youtube.com/watch?v=TWHXrLzUKJc

Editorial

If you found this valuable, the I’d appreciate a ‘like’ or perhaps a donation at https://ko-fi.com/ciaops. This helps me know that people enjoy what I have created and provides resources to allow me to create more content. If you have any feedback or suggestions around this, I’m all ears. You can also find me via email director@ciaops.com and on X (Twitter) at https://www.twitter.com/directorcia.

If you want to be part of a dedicated Microsoft Cloud community with information and interactions daily, then consider becoming a CIAOPS Patron – www.ciaopspatron.com.

Watch out for the next CIA Brief next week

CIAOPS Need to Know Microsoft 365 Webinar – October

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Now in our tenth year!

Join me for the free monthly CIAOPS Need to Know webinar. Along with all the Microsoft Cloud news we’ll be taking a look at Managing Microsoft 365 autonomously

What if your tenant could largely look after itself? I’ll show how agents, Copilot and automation can keep an eye on your Microsoft 365 environment, flag what matters and take care of routine management tasks, so you spend less time hands-on and more time on the work that really needs you.

Shortly after registering you should receive an automated email from Microsoft Teams confirming your registration, including all the event details as well as a calendar invite.

You can register for the regular monthly webinar here:

October Registrations

(If you are having issues with the above link copy and paste – https://bit.ly/n2k2610)

The details are:

CIAOPS Need to Know Webinar – October 2026
Friday 30th of October 2026
11.00am – 12.00pm Sydney Time

All sessions are recorded and posted to the CIAOPS Youtube channel.

Also feel free at any stage to email me directly via director@ciaops.com with your webinar topic suggestions.

I’d also appreciate you sharing information about this webinar with anyone you feel may benefit from the session and I look forward to seeing you there.

Stop Selling. Start Letting People Decide.

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A conversation I had recently stuck with me. Someone was describing a sales process that sounded exhausting. Endless follow-ups. Pressure tactics. Countdown timers. Carefully crafted responses to objections. Multiple calls just to move a prospect towards a decision.

My first thought was simple.

What if the problem isn’t that people aren’t buying?

What if the problem is that we’re trying too hard to sell?

I’m seeing a shift happening across many businesses, especially those using Microsoft 365 Copilot and other AI tools. Information is easier to find, options are easier to compare, and buyers are arriving far better educated than they were only a few years ago.

The old approach assumed the seller held the information and the buyer needed guidance to uncover it.

Today, the buyer often arrives with a complete shortlist before you’ve even had your first conversation.

That changes everything.

The Move From Persuasion to Discovery

For years, sales training focused on convincing people.

Find the pain. Handle the objection. Create urgency. Push the decision forward.

But most people don’t enjoy being persuaded. They enjoy making good decisions.

There’s an important difference.

When I watch successful businesses today, they spend less time trying to change someone’s mind and more time helping them understand whether they’re a good fit.

That’s a much healthier conversation.

Instead of chasing prospects, they’re creating environments where prospects can explore.

Instead of delivering polished pitches, they’re answering real questions.

Instead of trying to qualify everybody in, they’re comfortable helping some people qualify themselves out.

That sounds counterintuitive, but it builds trust remarkably quickly.

Why AI Makes This Even More Important

Copilot has highlighted something interesting.

When I work with organisations adopting Microsoft 365 Copilot, the most successful projects rarely begin with a sales presentation. They begin with curiosity.

People want to see how it works in their environment.

They want to understand how Copilot handles their meetings in Teams, helps draft emails in Outlook, or assists with documents in Word.

They don’t want to be convinced.

They want to explore.

The organisations seeing the best adoption results create opportunities for people to ask questions safely. They make it acceptable to be uncertain. They encourage experimentation without pressure.

That same principle applies to selling.

People are increasingly resistant to pressure but very receptive to learning.

Make It Safe to Walk Away

One phrase I have grown to appreciate is this:

“This might not be for you.”

At first glance it sounds like terrible sales advice.

In practice, it often has the opposite effect.

When people realise they’re free to walk away, the conversation changes. Defences drop. Honest questions emerge. Real concerns surface.

Now you’re no longer managing objections.

You’re helping someone understand.

There’s a world of difference.

The businesses I respect most don’t create artificial scarcity. They don’t rely on countdown clocks or exaggerated urgency.

Instead, they create enough confidence that prospects can make their own decision.

Sometimes that decision is yes.

Sometimes it’s no.

Both outcomes are perfectly acceptable.

You Don’t Need a Strategy Session

I’ve noticed another subtle change.

Many businesses love giving things impressive names.

Discovery sessions. Strategy consultations. Transformation workshops.

Sometimes they’re useful.

Sometimes they’re simply sales meetings wearing better clothes.

Increasingly, people respond better to something much simpler.

An open conversation.

A chance to look around.

A chance to see how things work.

A chance to ask questions without feeling they’re stepping onto a carefully designed sales conveyor belt.

The label matters less than the experience.

And the experience people remember is whether they felt informed, respected, and safe.

The Real Role of Modern Sales

I think the best salespeople today look less like persuaders and more like guides.

Their role isn’t to create demand.

Their role is to help buyers understand whether demand already exists.

That’s a subtle shift, but it’s a powerful one.

As AI continues making information easier to access, I expect this trend to accelerate. Buyers will arrive knowing more. They’ll conduct their own research. They’ll ask better questions.

The winners won’t be the businesses that push harder.

They’ll be the businesses that create clarity.

Because in the end, you don’t sell.

They buy.

Techwerks 31 – 26 November 2026, Melbourne CBD: AI Agents and Autopilots for Your Business

Cartoon of professionals at a hands-on technology workshop in a Melbourne city office

CIAOPS Techwerks face to face returns to Melbourne CBD on Thursday the 26th of November 2026, and once again the focus is AI. This time we go to the cutting edge: how to actually bring automated agents and autopilots into your business so they do real work, not just answer questions.

Places are strictly limited to 20 people and Techwerks days sell out quickly. Reserve your place today by completing this form:

http://bit.ly/ciaopsroi

or by sending me an email (director@ciaops.com) expressing your interest.

AI agents and autopilots for your business

We have moved well past simply chatting with AI. The real opportunity now is agents that work alongside your people and autopilots that keep running in the background. At Techwerks 31 we will dig into what that looks like in practice with Microsoft 365 Copilot, Copilot agents and Copilot Studio, where these tools genuinely deliver value today, and how to adopt them safely and sensibly in a small or medium business.

If you have been wondering how to go from experimenting with Copilot to having agents take real work off your plate, this is the day for you.

A hands-on Techwerks workshop driven by you

The content of these all day face to face workshops is driven by the attendees. That means we cover exactly what people want to see and focus on doing hands on, real world scenarios. Attendees can vote on topics they’d like to see covered prior to the day and we continue to target exactly what the small group of attendees wants to see. It is an excellent way to get really deep into the technology and finally have all the questions you’ve been dying to ask answered. Typically, the event produces a number of best practice take aways for each attendee.

Recent testimonial – “I just wanted to say a big thank you to Robert for the Brisbane Techworks day. It is such a good format with each attendee asking what matters them and the whole interactive nature of the day. So much better than death by PowerPoint.” – Mike H.

Techwerks 31 pricing

The cost to attend is:

Gold Enterprise Patron = $50 ex GST

Gold Patron = $90 ex GST

Silver Patron = $180 ex GST

Bronze Patron = $360 ex GST

Non Patron = $720 ex GST

Reserve your Melbourne CBD place today

Venue details will be confirmed with attendees. With only 20 places available, previous Techwerks days have filled fast, so don’t leave it until the last minute or you risk missing out. Reserve your place now at http://bit.ly/ciaopsroi or email director@ciaops.com.

I hope to see you there.

New scripts: Headless SharePoint and Exchange Online connections on Linux, built for agents

Cartoon of a relaxed IT professional with a coffee while a laptop and small server work on their own

I’ve just added two new scripts to my Office365 repository on GitHub. One connects PowerShell to SharePoint Online using PnP PowerShell. The other connects to Exchange Online. Both run on Linux, and both use certificate-based, app-only authentication. There’s no browser, no typed password and no MFA prompt at connection time.

Why bother building Linux versions? Mostly because of agents.

Built for machines that nobody is sitting at

More and more of my admin work now gets done by autonomous agents like Grok Bot, running on a Linux computer that no person is logged into. An agent like that can write and run PowerShell happily enough. Where it gets stuck is sign-in. A pop-up browser window, a device code that someone has to type in, or an MFA approval on a phone all stop it in its tracks. Automation that needs a human to tap “approve” isn’t really automation.

Certificate-based app-only authentication fixes that. You register an app in Entra, upload the public half of a certificate, keep the private key on the machine, and the script connects as the app. I’ve covered the Windows side before in Certificate-Based Authentication for SharePoint Online: The Bit Everyone Avoids and A Cleaner Way to Connect PowerShell to Exchange Online. These new scripts are the Linux counterparts, built so an agent’s computer can connect and get on with the job unattended.

What the scripts do

Both scripts work the same way and have two main modes:

  • -GenerateLocalCertificate creates an RSA-2048/SHA256 certificate, a public .cer file and an encrypted .pfx using .NET, so you don’t need OpenSSL.
  • -UseCertificateAuth connects with the encrypted PFX: PnP.PowerShell for SharePoint, ExchangeOnlineManagement for Exchange.
  • -ProvisionEntraApp (optional) creates or reuses an Entra app, uploads the public certificate, grants the required permissions and saves a connection profile. This setup step uses a one-off device-code sign-in by an administrator.

For true headless runs, use -noprompt (alias -Headless). Supply the PFX password through a SecureString parameter, or name an environment variable with -CertificatePasswordEnvironmentVariable. The scripts never print or save that password. Saved profiles mean that, once set up, an agent can connect with little more than -UseCertificateAuth -ProfileName Contoso -Headless.

You’ll need Linux and PowerShell 7.4 or later (7.4.6+ for the PnP script), plus PnP.PowerShell 3.0.0+ or ExchangeOnlineManagement 3.5.0+. Missing modules install for the current user, with no sudo needed. Use -noupdate to skip update checks.

A word on security

Unattended access is powerful, so treat it with respect. The SharePoint provisioning grants Sites.FullControl.All, which means full control of every site. The Exchange provisioning grants Exchange.ManageAsApp and adds the app to Organization Management, which means full Exchange administration. The scripts keep certificates and profiles in dedicated folders locked to mode 700, with files at mode 600, and they refuse symbolic links there. Even so, that .pfx is effectively an admin key. Guard it, keep its password in a vault or a protected environment variable, and only put it on machines you trust. If your scenario needs less, trim the app’s permissions.

Get the scripts

To me, this is where Microsoft 365 administration is heading. More of the routine work will be done by agents on machines that nobody watches, and the bottleneck is getting them connected securely without a human in the loop. Take the scripts, try them in a test tenant, and let me know how you go.

Why Everyone Needs Basic Technology Troubleshooting Skills

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A few weeks ago, I was talking with a business owner who told me their entire morning had been derailed because they couldn’t print a document. Not because the printer was broken. Not because the network was down. The printer had simply been switched off.

That conversation stuck with me. Not because it was unusual, but because I see versions of it all the time. We live and work with technology every day, yet many people still treat it as some kind of mysterious black box. The moment something doesn’t work exactly as expected, productivity stops and someone else gets called in to fix it.

I think that’s a problem.

I’m not suggesting everyone needs to become an IT professional, write PowerShell scripts, or manage cloud infrastructure. What I am suggesting is that every modern worker should be able to perform basic technology troubleshooting. In much the same way we expect people to know how to change a light bulb or check whether a door is locked, we should expect a basic level of technology self-sufficiency.

Start With The Simple Things

One of the biggest lessons I’ve learned over the years is that many technology issues have surprisingly simple causes.

The application may need to be restarted. The internet connection might have dropped. A browser tab may have frozen. A file could be stored in the wrong location.

Yet many people jump straight to “it’s broken”.

Good troubleshooting starts with slowing down and asking simple questions. Has anything changed? Does the problem happen everywhere or just in one application? Can someone else reproduce it? What happens if you close and reopen the program?

These aren’t advanced technical skills. They’re logical thinking skills applied to technology.

The people who develop this habit often solve their own problems in minutes rather than waiting hours for assistance.

Technology Is Now Part Of Every Job

There was a time when technology sat on the edge of the business. Today, it sits at the centre.

Whether you’re creating documents in Word, collaborating in Teams, managing email in Outlook, or analysing data in Excel, your ability to use technology effectively directly impacts your productivity.

What’s interesting is that Microsoft 365 Copilot is making troubleshooting even more accessible. Rather than immediately opening a support ticket, users can now ask Copilot questions such as:

“Why won’t this Excel formula work?”

or

“Help me understand this Outlook error.”

The person still needs enough troubleshooting awareness to describe the problem, test the suggestions, and determine whether they’re heading in the right direction. Copilot can assist, but it can’t replace basic curiosity and problem-solving skills.

The organisations getting the most value from AI aren’t replacing thinking. They’re using AI to support people who already know how to think systematically.

The Cost Of Helplessness

One thing I notice when working with organisations is how expensive technology helplessness can become.

If every minor issue requires escalation, support queues grow. Staff become frustrated. Work slows down. Simple interruptions turn into significant productivity drains.

Now multiply that across dozens or hundreds of employees.

On the other hand, when people can resolve common issues themselves, support teams can focus on genuinely complex problems. Everyone wins.

The goal isn’t to eliminate support. The goal is to reserve support resources for situations where they’re genuinely needed.

The best IT teams I’ve worked with aren’t the ones fixing every problem. They’re the ones helping people become more capable.

A Skill Worth Developing

As technology becomes more deeply embedded into every role, basic troubleshooting is no longer just an IT skill. It’s a workplace skill.

The ability to observe, test, question, and methodically work through a problem is becoming as important as knowing how to write an email or create a spreadsheet.

In my experience, the people who thrive with new technologies such as Microsoft 365 Copilot aren’t necessarily the most technical. They’re the people who are willing to experiment, investigate, and learn from what happens.

Technology will continue to evolve. New tools will arrive. AI will become more capable.

What won’t change is the value of someone who can look at a problem, stay calm, and work through it logically.

That’s a skill worth building, regardless of your role.

GPT 6.1 beats Gemini 4 Argon

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Yes, you guessed it, another week another new model to test. This time I’m pitting the latest and greatest from Google, Gemini 4 Argon, against the incumbent GPT 6.1 Sol in Copilot Cowork. Gemini Argon 4 is also a model that is not available via Copilot in Microsoft 365. The previous round of my tests is here:

https://blog.ciaops.com/2026/09/30/gpt-6-1-sol-is-our-new-champ/

Unfortunately for Argon, there is no other way to say this but GPT 6.1 whipped its butt as you can see from the report here:

https://github.com/directorcia/general/blob/master/Copilot/Comparisons/20261014-Argonv61Sol-Grok-eval.md

with a score of 9.15 versus 7.55.

This of course doesn’t mean Argon is a bad model, it just means that in my ‘benchmark’ testing, using the same prompt, it’s score was will below what GPT 6.1 scored.

Of course, your mileage will vary but hopefully this ‘benchmarking’ of mine gives you some indicate of how model compare. Does that really matter if you leave Copilot set to Auto? Not really I believe, but interesting to compare, none the less.

Remember, Gemini 4 Argon is not part of Microsoft 365 Copilot and requires a separate subscription from Google to access.

Stop Borrowing the Playbook

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I have spent enough time around business owners to recognise a familiar problem. They are not short of ideas. They are buried under them.

There is always another podcast, sales framework, funnel, script, course, growth hack or expert insisting that success depends on a tactic you have somehow missed. I have fallen into that trap myself. Collecting advice feels productive because it saves me from committing to one clear course of action.

But a business does not grow because I have accumulated the biggest library of clever ideas. It grows because I repeatedly do a few important things well.

Attention is not demand

The first job is to create genuine opportunities for conversation.

That does not mean spraying generic messages across LinkedIn or buying a list and hammering it with automated email. It means being visible to the right people, talking clearly about problems they already recognise, and giving them a reason to respond.

For an MSP, that might be a short Microsoft 365 security briefing for local businesses. It might be a practical post explaining why a high Secure Score does not automatically mean a tenant is secure. It might be a client referral process that is actually used rather than left inside a forgotten Word document.

I would rather have ten relevant conversations than ten thousand empty impressions. Reach can look impressive. Relevance creates work. I keep coming back to that whenever a new platform, campaign or shortcut promises scale before I have proved that the message deserves attention.

Trust is built before the proposal

Once someone notices me, my next job is not to rush them towards a quote. My job is to make the choice feel safe and sensible.

I do that by demonstrating how I think. I explain the problem plainly. I show what good looks like. I stay consistent in meetings, messages and follow-up. I do not hide behind jargon when a direct answer will do.

Microsoft 365 Copilot can help me maintain that consistency, but it cannot manufacture credibility. After a Teams meeting, I can use Copilot to pull together the agreed concerns, draft a useful follow-up in Outlook and turn the next actions into a clear plan. The technology removes friction. The quality of the thinking still belongs to me.

That distinction matters. People do not choose me because I possess a tool. They choose me because my use of that tool makes their next decision easier.

Make buying the natural next step

The final part is often where unnecessary complexity returns. The prospect is interested. The problem is understood. Trust exists. Then I bury the decision under a dense proposal, too many packages and a vague call to action.

I have learned that a good offer should connect directly to the conversation that came before it. The scope should be clear. The outcome should be understandable. The next step should require as little interpretation as possible.

If a client has concerns about Copilot readiness, I do not need to sell them an abstract transformation program. I can offer a focused assessment of permissions, data exposure, governance and practical use cases, then explain exactly what they receive and what decision it enables.

That is enough.

I still learn from other people. I still test new approaches. But I no longer confuse collecting tactics with building momentum.

My business needs a steady flow of the right conversations. It needs trust earned through useful work. It needs an offer that makes a decision easy.

Everything else has to justify the distraction.