Need to Know podcast–Episode 359

I am joined by Andrew and Tim from Sherpatech to discuss updates and new challenges in the insurance market. If you missed last year’s episode you’ll find it here Episode 338 – Ensure to Insure. We discuss what impact AI is likely to have and how the insurance market is shaping up for 2026. I also have a few interesting updates and information from the Microsoft cloud for this first episode of 2026. So listen along and enjoy!

Brought to you by www.ciaopspatron.com

you can listen directly to this episode at:

https://ciaops.podbean.com/e/episode-359-reinsurance/

Subscribe via iTunes at:

https://itunes.apple.com/au/podcast/ciaops-need-to-know-podcasts/id406891445?mt=2

or Spotify:

https://open.spotify.com/show/7ejj00cOuw8977GnnE2lPb

Don’t forget to give the show a rating as well as send me any feedback or suggestions you may have for the show.

Resources

Explore the tools, communities, and content mentioned in this episode:

Show Notes

‘AI adoption is accelerating, but confidence is collapsing’: The more workers use AI, the less they trust it. Baby boomers show a 35% drop

Data Security Posture Management for AI | Microsoft Community Hub

GitHub Copilot CLI

Bringing work context to your code in GitHub Copilot – Microsoft for Developers

PowerShell script to extract M365 security data for your own AI analysis – CIAOPS

Essential 8 AI report via PowerShell – CIAOPS

Unlocking Microsoft 365 Security: How I Automated AI-Powered Risk Analysis with PowerShell

YouTube

Microsoft and Mercedes-AMG PETRONAS F1 Team unite to drive innovation from factory to circuit – Source

Microsoft OneDrive, a year in review: AI-powered file management and smarter collaboration

Demystifying Exchange Online Mailbox Quotas | Microsoft Community Hub

SherpaTech

Insurance Health Check

MSP/ IT Professional Insurance Quote and Policy portal

Insurance Checklists

CIA Brief 20260124

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Exchange Online Public Folder Data and Retention Questions –

https://techcommunity.microsoft.com/blog/exchange/exchange-online-public-folder-data-and-retention-…

Inside the takedown of RaccoonO365: How Phishing-as-a-Service fuels ransomware’s engine –

https://www.microsoft.com/en-us/corporate-responsibility/topics/cybersecurity/stories/raccoono365/

Inside the takedown of RaccoonO365: How Phishing-as-a-Service fuels ransomware’s engine –

https://www.microsoft.com/en-us/corporate-responsibility/topics/cybersecurity/stories/raccoono365/

Ford builds trust across global operations with Microsoft Defender –

https://www.youtube.com/watch?v=55tcTDO1Sbw

Microsoft and Mercedes-AMG PETRONAS F1 Team unite to drive innovation from factory to circuit –

https://news.microsoft.com/source/2026/01/22/microsoft-and-mercedes-amg-petronas-f1-team-unite-to-d…

Microsoft Security success stories: Why integrated security is the foundation of AI transformation –

https://www.microsoft.com/en-us/security/blog/2026/01/22/microsoft-security-success-stories-why-int…

Message Trace Support Using Graph API is now in Public Preview –

https://techcommunity.microsoft.com/blog/exchange/message-trace-support-using-graph-api-is-now-in-p…

Automating Microsoft Sentinel: A blog series on enabling Smart Security –

https://techcommunity.microsoft.com/blog/microsoftsentinelblog/automating-microsoft-sentinel-a-blog…

Microsoft OneDrive, a year in review: AI-powered file management and smarter collaboration –

https://techcommunity.microsoft.com/blog/microsoft365insiderblog/microsoft-onedrive-a-year-in-revie…

After hours

Free climbing in Greenland – https://www.youtube.com/watch?v=ep-xRQDTiOg

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

CIA Brief 20260118

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Demystifying Exchange Online Mailbox Quotas –

https://techcommunity.microsoft.com/blog/exchange/demystifying-exchange-online-mailbox-quotas/44864…

Inside RedVDS: How a single virtual desktop provider fueled worldwide cybercriminal operations –

https://www.microsoft.com/en-us/security/blog/2026/01/14/inside-redvds-how-a-single-virtual-desktop-provider-fueled-worldwide-cybercriminal-operations/

Turn Complexity into Clarity: Introducing the New UEBA Behaviors Layer in Microsoft Sentinel –

https://techcommunity.microsoft.com/blog/microsoftsentinelblog/turn-complexity-into-clarity-introdu…

After hours

The AI coding boom hits software – https://www.youtube.com/watch?v=FkmuyUTZvXU

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

CIA Brief 20260112

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Microsoft OneDrive, a year in review: AI-powered file management and smarter collaboration –

https://techcommunity.microsoft.com/blog/microsoft365insiderblog/microsoft-onedrive-a-year-in-revie…

Add links to text faster in Word –

https://techcommunity.microsoft.com/blog/microsoft365insiderblog/add-links-to-text-faster-in-word/4…

Determine Defender for Endpoint offboarding state of Windows machines using PowerShell –

https://techcommunity.microsoft.com/blog/coreinfrastructureandsecurityblog/determine-defender-for-e…

From awareness to action: Building a security-first culture for the agentic AI era –

https://www.microsoft.com/en-us/microsoft-cloud/blog/2025/12/10/from-awareness-to-action-building-a…

Always‑on Diagnostics for Purview Endpoint DLP: Effortless, Zero‑Friction troubleshooting for admins –

https://techcommunity.microsoft.com/blog/microsoft-security-blog/always%E2%80%91on-diagnostics-for-…

Explore the latest Microsoft Incident Response proactive services for enhanced resilience –

https://www.microsoft.com/en-us/security/blog/2026/01/07/explore-the-latest-microsoft-incident-resp…

Exchange Online canceling the Mailbox External Recipient Rate Limit –

https://techcommunity.microsoft.com/blog/exchange/exchange-online-canceling-the-mailbox-external-re…

Introducing the Microsoft Defender Experts Suite: Elevate your security with expert-led services –

https://www.microsoft.com/en-us/security/blog/2026/01/06/introducing-the-microsoft-defender-experts…

Phishing actors exploit complex routing and misconfigurations to spoof domains –

https://www.microsoft.com/en-us/security/blog/2026/01/06/phishing-actors-exploit-complex-routing-an…

Announcing public preview: Uncovering hidden threats with the Dynamic Threat Detection Agent –

https://techcommunity.microsoft.com/blog/microsoftthreatprotectionblog/announcing-public-preview-un…

After hours

Dawn of Cyberwarfare | Full Award-Winning Documentary – https://www.youtube.com/watch?v=BIEOB2jIr_o

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

My podcasts 2026

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You can find the previous year’s selection here:

My podcasts 2025

I do spend a lot of time listening to podcasts, generally in between things, like travelling. However, there is a limit to how many you can consume in a week and that’s why I need to be very discerning about what I listen to.

Regulars

These podcasts are ones that I generally won’t miss an episode of.

Windows Weekly

The latest Microsoft news with some fun and entertainment along the way. Paul Thurrott’s musing make this podcast alone something worth listening to. I still miss Mary Jo Foley as a co-host I will admit and the show just isn’t as good or enjoyable. I still have no interest in the whiskey part of this show, which I now just fast forward through. I still also find that the show is more ‘ranty’ than informational which can get a bit much at times.

The Tim Ferriss Show

Some really great advice, business insights and strategy. Also lots of life lessons that I have found work really well for me. A weekly must listen for me. Some, I do skip through and some can be quite tough to get through because they are so long, but a worthwhile investment of my time. I am finding these shows are getting longer and longer making them hard to squeeze in but I do try and listen to them all.

Hardcore History

These tend to be quite long, like reading a book, but a very good and very interesting. Luckily, they are not that frequent, so it can make a nice change from all the tech stuff. There hasn’t been much content here of late which is disappointing. If you love history and an interesting story, then this is the podcast for you.

The Intrazone

All the latest news and information about SharePoint, OneDrive for Business, Teams and more directly from Microsoft. Pretty short, which makes it easy to consume. Can try a bit hard to be ‘funky’ at times but good way to stay up to date with the Microsoft collaboration news.

Sync Up

A podcast focused on the Microsoft files experience around OneDrive from Microsoft. More content has dropped but they seems to spend so much time at the beginning of the ‘learning’ about the guests and what do they like etc. I’d really prefer they just get into the content. I’m here for that not, not to take a deep dive into the personalities.

Darknet Diaries

Really well produced cybersecurity focused podcast. Has a nice variety of topics and the content is good and well researched. If you enjoy the security side of IT you’ll love these episodes. Seems to me that Jack has run out of content for these for the time being. recent episode have deviated away from main theme in my opinion. Less regular episodes and the topics are becoming broader, which isn’t necessarily a bad thing but the context has changed.

Microsoft Threat Intelligence Podcast

Has some interesting content but tried to be a too ‘whacky, zany and trendy’ at times. Rather high level security information but give good information on the whole threat landscape and interesting personalities and technologies there. Generally around 20 minutes at double speed, so easily digestible.

Once off podcasts

Think of these more of a book you’d read or a TV show you’d watch.

The Lazarus Heist

Another well produced podcast from the BBC that follows the trails of and attempt to steal and launder billions of dollars. Apparently, additional episodes are coming later this year. If you like Darknet Diaries, you’ll like this.

I churn through these mostly at 2x speed to allow me to get through as much content as possible. I do have a few other podcasts on my current podcasting app. I am always on the lookout for good podcasts business, technology, history, whatever. So if you can recommend something you like, I’m all ears. These days, if you have a topic of interested, you’ll find many podcasts you can listen to. Don’t be shy to try them and throw away ones that don’t suit you until you find what you like.

I’ve found that many podcasts have disappeared over the last year and I have been more judicious on what I spend my time listening to. It has to provide valuable information or be enjoyable to listen to and I have become much stricter on those criteria. I have a tried quite a few new podcast in the last year but none of them really stood out for me.

I have struggled to find a ‘good’ podcast on AI. Like most things AI these days, most podcasts I have listened to on the topic are rather ‘fluffy’ and don’t go deep enough into the topic. Luckily, there is still an infinite amount of AI podcast to try but if you have found a good one please let me know.

Finally, of course, there is my own podcasting effort:

Need to Know podcast

which covers the Microsoft Cloud (typically Microsoft 365 and Azure) as well as business topics. I encourage you to have a listen and me know what you think. 2026 will be the sixteenth year that it has been available.

Hopefully, there is something of interest to you in what I listen to. Feel free to let me know as well as any recommendations you may have, as I said, I’m all ears! All of these I listen to directly on Spotify these days, which annoyingly now seems to have ads in between episodes.

CIAOPS Need to Know Microsoft 365 Webinar – January

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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 Vibe coding.

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:

January Registrations

(If you are having issues with the above link copy and paste – https://bit.ly/n2k2601 )

The details are:

CIAOPS Need to Know Webinar – January 2026
Friday 30th of January 2026
11.00am – 12.00am 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.

CIAOPS AI Dojo 008

bp

What’s the session about?

This month we will be focusing on new Copilot features and updates as well as optimising AI for Small Business.

Who should attend?

This session is perfect for:

  • IT administrators and support staff
  • Business owners
  • People looking to get more done with Microsoft 365
  • Anyone looking to automate their daily grind

Save the Date

Date: Friday the 30th of January 2026

Time: 9:30 AM Sydney AU time

Location: Online (link will be provided upon registration)

Cost: $80 per attendee (free for Dojo subscribers)

Register Now

CIA Brief 20260103

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Managing Microsoft Sentinel and Microsoft Defender XDR permissions in Microsoft Defender portal –

https://techcommunity.microsoft.com/blog/MicrosoftSentinelBlog/managing-microsoft-sentinel-and-micr…

Microsoft Sentinel Platform: Audit Logs and Where to Find Them –

https://techcommunity.microsoft.com/blog/MicrosoftSentinelBlog/microsoft-sentinel-platform-audit-lo…

Get ready for the new year with Microsoft 365 –

https://techcommunity.microsoft.com/blog/microsoft365insiderblog/get-ready-for-the-new-year-with-mi…

After hours

The Truth About the Moon Landings– https://www.youtube.com/watch?v=fMHLvoWZfqQ

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