Microsoft Outlook is getting reimagined for the AI era under new leadership

Skye Jacobs

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Staff
What we know so far: Microsoft is laying the groundwork to reinvent Outlook with, you guessed it, AI. This evolution hinges on the company's ability to maintain the reliability that enterprise users depend on while incorporating an intelligent, autonomous email client. The redesign has not begun, but Redmond is determined to reinvent its email client to compete in the "AI era."

An internal memo obtained by The Verge outlines Gaurav Sareen's vision as Microsoft's new corporate vice president of global experiences and platform, who has assumed direct leadership of the Outlook team. Sareen is taking over from Lynn Ayres, who is on sabbatical. In the memo, Sareen describes the shift as a fundamental redesign rather than another incremental update.

"Instead of bolting AI onto legacy experiences, we have the chance to reimagine Outlook from the ground up," Sareen noted.

His goal is to move beyond simply adding "smart" features to an existing product and instead build Outlook as a digital partner that can anticipate a user's needs. Sareen's memo characterizes the next version of Outlook as something closer to an assistant than an application.

"Think of Outlook as your body double, there for you, so work feels less overwhelming and more doable because you are not facing it alone," he writes.

With Microsoft's Copilot AI system at the center of the experience, Sareen envisions an Outlook that can analyze incoming communications, draft responses automatically, and manage scheduling with limited user input. That approach would place Copilot not as a plug-in but as a core operating layer of Outlook's interface – responding to emails, organizing meetings, and coordinating tasks across Microsoft 365 applications. Sareen frames this as turning Outlook from a mere set of tools into a proactive partner for users.

The changes will also reshape the internal culture of Microsoft's email division. According to the memo, Outlook employees are now expected to deliver new feature prototypes and tests within days rather than months. Sareen has called for "weekly feature experiments" to replace the slower quarterly cycle.

The company's last major overhaul came with the launch of "One Outlook," a unified, web-based client designed to consolidate the desktop and web versions of the app across Windows and macOS. That project, which began several years ago, aimed to simplify Microsoft's fragmented email experience but faced long delays and performance issues as engineers worked to match the capabilities of the traditional desktop versions. The new initiative marks Microsoft's shift from unifying Outlook's interface to integrating AI more deeply, part of a broader companywide reorganization centered on artificial intelligence.

Earlier this year, Microsoft expanded LinkedIn CEO Ryan Roslansky's responsibilities to include leadership of the Office division – a move described internally as part of a companywide "AI shake-up." Sareen now reports directly to Roslansky, who oversees Office, Outlook, and the Microsoft 365 Copilot app teams.

Transforming Outlook into a generative, AI-powered assistant introduces new challenges for Microsoft's engineers and customers. Outlook remains a critical tool for millions of corporate users, whose daily routines depend on reliable calendar management, data privacy, and consistent email performance. Microsoft executives acknowledge internally that introducing untested AI features into such a core product could disrupt workflows if not carefully implemented.

Sareen's message to staff emphasizes the need to adapt quickly while maintaining stability. He urges employees to "let go of old ways of working" and have the "courage" to embrace new priorities as development accelerates.

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Microsoft, along with much of the industry, is stuck in an echo chamber. Having invested so much money into machine learning, they've got to confirm that they were right by putting it everywhere, even when making no sense. It will take a major crash, either with this company or across the industry, to make them wake up to reason.
 
Microsoft, along with much of the industry, is stuck in an echo chamber. Having invested so much money into machine learning, they've got to confirm that they were right by putting it everywhere, even when making no sense. It will take a major crash, either with this company or across the industry, to make them wake up to reason.
It's because the echo chamber they're all in is also echoing money around, too. It looks like all the big AI companies are just passing money around and inflating revenue numbers.
 
There are only 2 things stopping me from also(!) ditching MS on my professional laptop: the need for the collaborative features in Office, as colleagues use them. And the fact that I need to be able to connect to multiple OneDrives at the same time in a desktop app.
 
This is why I only buy the perpetual license, so 1) can avoid subscriptions 2) I can freeze the feature set. I believe I have Office 2019 and will for sometime to come.
 
Good for you, I don't pirate. As a developer that knows the effort and money that goes into creating a product I would never pirate anything (software, movies, designer fashion etc).
Effort is only valuable if the end product is deemed valuable. If you spend 6 hours digging a hole, unless someone wanted that hole dug there, that hole is not valuable, and neither is the labor.

If you make garbage software or products (AI tools, Concord, Almost every money Disney has dumped out lately, ece) that labor was meaningless waste spent on producing trash nobody wanted. I wont pay for substandard slop just because someone worked really hard on terrible products.
 
Copilot is not part of the basic office 365 package, it requires a separate subscription. Wonder how it will be for Outlook?

And will there be another hardwaregate, pushing people towards new AI laptops?
 
No thanks. I'll go back to Mozilla Thunderbird. I paid for MS Office thinking its an upgrade: Outlook is slower with Gmail and far uglier than the marketing materials make it seem.
 
I’m still waiting for MS to “fix” Outlook so I can check my Rogers email… it’s been years.. oh, and “new outlook” which is just a glorified web browser, STILL doesn’t support PST files!!
It will never support PST files That's the one feature I'm glad is dead honestly as an actual technician I am so freaking happy PST is dead.

You can use online archive you can set your mail retention settings or you can individually save emails if they're important for regulatory reasons but I spend half of my career supporting PST files because people let them get to 20-30 GB and then they wonder why they keep corrupting I'm so glad they're dead.
 
When would Microsoft learn that it's not about being first at doing something, but to be the ones to do it better.

They will never learn....but they still force their mistakes down your throat.
And they already make the best male application Thunderbird is so far behind it's not even funny there's a reason outlook is the number one male client hopefully there's just a way to disable the stuff and hopefully eventually they realize nobody likes new outlook and they just abandoned it. It likely won't happen and there's some good things with new Outlook like them sun setting all the PST files That's a good thing. But if somebody that's actually an enterprise support any other mail program is a pain to support they're all lacking features and they all run poorly
 
It will never support PST files That's the one feature I'm glad is dead honestly as an actual technician I am so freaking happy PST is dead.

You can use online archive you can set your mail retention settings or you can individually save emails if they're important for regulatory reasons but I spend half of my career supporting PST files because people let them get to 20-30 GB and then they wonder why they keep corrupting I'm so glad they're dead.
lol - use them properly!!
Mine are only a few GB - save a year at a time on a DVD or other backup… sometimes you need a REAL backup - not online crap… and individual emails?!? Are you insane? Many people have hundreds or thousands!

And since PST is Outlook’s proprietary format - which they still use on their paid versions - they should support it with their “new Outlook”!
 
If you make garbage software or products (AI tools, Concord, Almost every money Disney has dumped out lately, ece) that labor was meaningless waste spent on producing trash nobody wanted. I wont pay for substandard slop just because someone worked really hard on terrible products.
If it is garbage there would no reason to pirate it, but people do everyday because it apparently it does have value to a lot of people.
 
lol - use them properly!!
Mine are only a few GB - save a year at a time on a DVD or other backup… sometimes you need a REAL backup - not online crap… and individual emails?!? Are you insane? Many people have hundreds or thousands!

And since PST is Outlook’s proprietary format - which they still use on their paid versions - they should support it with their “new Outlook”!
Actually if you bother to look into it PST has not received any updates in the last decade and Microsoft has already depreciated the technology. They also announced to people 3 to 4 years ago that support would be going away this is part of why the new Outlook does a completely take over until 2028 that is the official handover date and after that point legacy outlook stops getting updates. This was all announced 3 years ago.

You must not have to support PST files but they getting rid of PST is one of the few positives those of us in Enterprise support are actually a big fan of because they've been nothing but a headache. No you don't need to save all your emails back to 1997 Karen.
 
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