News: 0179863702

  ARM Give a man a fire and he's warm for a day, but set fire to him and he's warm for the rest of his life (Terry Pratchett, Jingo)

Microsoft Outlook is Getting an AI Overhaul Under New Leaders (theverge.com)

(Friday October 24, 2025 @05:22PM (msmash) from the up-next dept.)


Microsoft has reorganized its Outlook team under new leadership as part of a broader effort to integrate AI into its core products. Gaurav Sareen, a corporate vice president at the company, recently assumed direct leadership of the Outlook division after Lynn Ayres, who previously ran the team, began a sabbatical. The move represents the latest in a series of AI-focused restructurings across Microsoft's divisions. Sareen wrote in an internal memo that the company now has [1]an opportunity to reimagine Outlook from the ground up rather than add AI features to existing systems, according to The Verge.

Ryan Roslansky, the chief executive of LinkedIn, took on an expanded role earlier this year as head of Office. Sareen now reports to Roslansky, who oversees the Office suite, Outlook and Microsoft 365 Copilot teams. The restructuring comes after Microsoft spent several years developing One Outlook, a web-based version meant to replace separate Windows, Mac, and web applications.



[1] https://www.theverge.com/tech/806162/microsoft-outlook-ai-overhaul-notepad



Oh great! (Score:5, Insightful)

by Going_Digital ( 1485615 )

Yet another bug ridden re-build of outlook with AI entrenched with no option to switch it off, enough already!

Re: (Score:2)

by dysmal ( 3361085 )

We've got Outlook classic, new Outlook, and soon we'll have new new Outlook?

It's fucking email. Electronic Mail. Treat it as such. If you think you need AI to help you handle that, then there's something very broken and you should probably look in the mirror.

Re: (Score:3)

by pmsr ( 560617 )

It is even sillier than that. At my work, machines cloned from the same image, and after you install Microsoft 365 sometimes you end up with Outlook Classic and Outlook. Sometimes Outlook and Outlook (new). Sometimes both are called Outlook, and we distinguish by the slightly different icon. When they release this Outlook Copilot version it is not going to be fun, not it is not.

Re: (Score:1)

by cayenne8 ( 626475 )

Thank you.

email is simple....I don't need something to Auto sort or manipulate my incoming or outgoing emails.

I don't like a fucking web interface...never as clean and snappy as the local app based version.

I don't need Clippy or Copilot helping me with it....

Re: (Score:2)

by Joe Jordan ( 453607 )

I remember when Microsoft used to innovate and iterate on their existing products. Their UI components were a core part of the operating system and everything was instant fast. Now, anytime someone with enough political capital wants to take a product in a new direction, they're required to build something new rather than improve what exists, and everything is an encapsulated Chrome rendering and has just enough lag to drive someone familiar with "the old times" a little crazy.

Re: (Score:2)

by QuietLagoon ( 813062 )

Microsoft has reorganized its Outlook team under new leadership as part of a broader effort to integrate AI into its core products.

.

All the more reason to avoid Microsoft apps.

they wont do this, but (Score:3)

by ZERO1ZERO ( 948669 )

I can still hope that they decide to make an email client that is actually decent and makes me want to use it. Making it work properly with standard IMAP servers would be a great start.

Also, last I checked it didn't integrate with your contacts on the Mac, so this meant you had to maintain 2 contact lists if you were a mac user. Absolutely retarded.

Re: (Score:2)

by e432776 ( 4495975 )

In my experience with it (I am using it daily, have been since 2021) Outlook (Classic) does not have very good search. Maybe they should nail that down before making it Outlook (Copilot edition)? Just an idea..

They want your data (Score:1)

by rsilvergun ( 571051 )

And they're going to get it because you don't have any alternatives. Microsoft has completely embedded itself in the Enterprise. There isn't anything that can hang without work and active directory.

And this means every single email you send and receive gets used by Microsoft to train their AI.

Companies will allow it because they're all owned by the same handful of billionaires and they're all working together on a huge automation project to eliminate most if not all jobs

Capitalism is failing in

Re: (Score:2)

by sinij ( 911942 )

> And this means every single email you send and receive gets used by Microsoft to train their AI.

This problem is easily solvable - poison the data.

Re: (Score:2)

by sinij ( 911942 )

To clarify, this is easily solvable at the enterprise level. All you have to do is feed AI slop back into the system small percentage of the time for the entire dateset to become worthless to train AI. You can also point to point encrypt everything. Plus, there are always lawyers and litigation.

MS messing with Enterprise is extremely unlikely. Abusing individual home users - sure, I can see them doing that.

Re: (Score:2)

by Kernel Kurtz ( 182424 )

>> And this means every single email you send and receive gets used by Microsoft to train their AI.

> This problem is easily solvable - poison the data.

You could even automate that. I see a business opportunity.

Re: (Score:2)

by kencurry ( 471519 )

I do my part, my emails are always loaded with spelling and grammertical errors.

Re: (Score:2)

by Kernel Kurtz ( 182424 )

If email is anything like the rest of the internet I'm sure it is generally filled with factual errors as well.

Re: (Score:2)

by Kernel Kurtz ( 182424 )

What does your therapist think about all this?

Let them (Score:2)

by eneville ( 745111 )

Years ago email was alright, then MS made Outlook and email sucked. Now they're adding AI, it'll make AI as a concept suck everywhere. This'll be fun!

They can do anything (Score:2)

by simlox ( 6576120 )

and people keep using it, because that is what they are used to.

Re: (Score:2)

by sconeu ( 64226 )

> and people keep using it, because that is what they are used to.

And people will keep using it, because that is their standard corporate email client.

Web based (Score:1)

by Curunir_wolf ( 588405 )

I don't want a web-based Outlook to replace my Mac Outlook. I like the fat clients. Replacing everything with a single web-based client sounds terrible.

Say what you will about Outlook (Score:1)

by DarkOx ( 621550 )

Can't wait; I mean certainly a mail and calendaring solution that has a history of stretching back thru mail & Schedule+, for almost 35 years now should obviously be 'reimagined' after it could not possibly represent one of the more refined and curated products/feature sets or anything.

I know especially here on Slashdot, people are going to line up to say how much better, is. But the reality is for a full suite of mail, tasks, shared-calendaring, notes, contact management solution; Outlook + Exchange (

Re: (Score:2)

by flippy ( 62353 )

I will definitely disagree, as you predicted, with your statement "people like Outlook." I'd be much more willing to say "people are familiar with Outlook, and lazy enough to not want to look for an alternative." Outlook is the definition of low-hanging fruit. It comes with the OS, is there already, you don't have to take any extra steps to install it, etc. Especially in a situation where a user is only using it as an email client, it's a bloated pig. But, it's a bloated pig they already have and will put u

To do what? (Score:2)

by jythie ( 914043 )

So.. outlook is mostly used to read, write, and schedule. There isn't much room for 'AI' in there unless you are picturing having an 'assistant' that autonomously replies or schedules for you.. which I imagine being novel until it decides to channel /b and emails erotic poetry to one of your customers, then get switch off by IT policy.

Re: To do what? (Score:2)

by zmollusc ( 763634 )

Scheduling could be the killer app for AI integration.

"All hands meeting last friday afternoon? Nope, OutlookAI didn't tell me so I went home at lunch. Dear oh, dear, never mind, what can one do?"

New New Outlook (Score:2)

by codemachine ( 245871 )

So there will be yet another rewrite of Outlook that makes it even worse. Maybe they can make it feel even less like a Windows application than it already does.

The New Outlook is a disaster (Score:2)

by schwit1 ( 797399 )

It's the Microsoft Bob of email clients. MS should be paying people to use it.

I still miss the last version pre-ribbon, where rules were easy to create, keys could be reassigned and the mail editor was MS Word.

Re: (Score:2)

by gweihir ( 88907 )

Yep. I would read all my email forwarded to my own servers, but the MicroShit stuff apparently trashes forwarding rules frequently. I could do automated diagnostics (sending test emails), but at some point things are to broken that investing time makes sense.

Thought it said Microsoft getting new AI leaders (Score:3)

by caseih ( 160668 )

And I thought, that sounds about right.

First thing I do in Outlook (Score:1)

by el_smurfo ( 1211822 )

Disable CoPilot. Useless Clippy bullshit.

Just make Outlook decent! (Score:2)

by Murdoch5 ( 1563847 )

Outlook has become the catch-all term for poorly designed, poorly executed, feature lacking, functionality lacking email clients. No serious professional would ever use Outlook, it's lacking basic standards, for instance, why can't you see the “reply to” header? It's missing, there is no official way to enable it, except it's a critical header. Why isn't PGP / GPG built in by default? Why does Outlook using a proprietary format? Why does the interface make sure you guess on what you're tryi

Re: (Score:2)

by e432776 ( 4495975 )

I can't fully defend Outlook, but I do believe many serious professionals use it, limitations and quirks and all.

I am curious, though- what email client do you recommend instead of Outlook or other "poorly designed, poorly executed, feature lacking, functionality lacking email clients"? I have been looking, use Thunderbird myself (its basically OK), but I don't see a lot of great stuff in the "email client" space. I'd love to be wrong, though.

Re: (Score:2)

by Murdoch5 ( 1563847 )

My problem with Outlook is that it doesn't handle email correctly, objectively. I don't want to use Microsoft email, I want to use email, and that's why Outlook is terrible because at every possible avenue Microsoft will do something to make Outlook functionally handicapped.

If you would like to know what I'm using on this computer, Betterbird, is it perfect? Nope, but it's email, it's not Mozilla email, or Insert overriding company email, it's just email, and it works just like basic, simple, standard e

Oh. (Score:2)

by Reygle ( 5392954 )

Most users: "Okay but that's the 4,371st last straw."

Any chance for non-paywalled version of article? (Score:3)

by blahbooboo2 ( 602610 )

Whats the point of posting an article no one can read if theyre not subscribing...

Re: (Score:1)

by Anonymous Coward

[1]https://archive.ph/pqHSf [archive.ph]

Here ya go.

[1] https://archive.ph/pqHSf

get fucked (Score:2)

by redback ( 15527 )

fuck off microsoft.

You want to know how to cut a load of costs and improve customer satisfaction? Fire half your programmers and STOP CHANGING SHIT FOR NO REASON

Awesome, but can we also have a simple option... (Score:2)

by rwrife ( 712064 )

It's awesome they're cramming in tons of integrations and AI for people that need/want that, but could they please just make a simple email/calendar client with almost no features?

There's a lot to be said for not saying a lot.