What’s New in Microsoft 365 Copilot | May 2026
Welcome to the May 2026 edition of What's New in Microsoft 365 Copilot! Every month, we highlight new features and enhancements to keep Microsoft 365 admins up to date with Copilot features that help your users be more productive and efficient in the apps they use every day.
Feature Proposal: OS-level Intelligent Task Organizer (Windows + Copilot)
A Idea about Intelligent Tasks organizer, I have to remember a lot of things during the team meetings like what is been said (we'll schedule a call or follow up etc.,) and what has been communicated in the emails (I'll get back to you after 2 weeks, or call us after two weeks) , And notes that I took in the notepad, or notepad ++,or sticky notes, or word, or one note. I want to chronologically display tasks on the right hand side of the laptop screen just like sticky note and it shall display all tasks one by one, it shall remove tasks are already complete (email sent with confirmation). and arrange, adjust every few mins according to priority/time or user added priority. App shall display small icon (just like chat) upon clicking it shall display ordered list of tasks. and desktop apps like teams/note/word/notepad++,sticky notes can participate by default or other apps like notepad++ can be onboarded manually in to the app. You can use a local model which infers the meaning of “I’ll call you in two weeks” - who is “I”? you or them? “Let’s follow up later” - task or casual statement? “I sent it” - which task did this complete? You can use a local model such that Corporate Teams/Outlook access may allow by corporate policy. Need to put much emphasis on false positives if the app keeps inventing tasks. Do not need to bring big LLMs in to the picture for inference, because of corporate policies may not allow. Microsoft provides operating system,office 365, tools with copilot, the inference can be possible because of all apps/content can be accessible at os level. Problem: Users capture tasks across multiple tools: Teams meetings and chats Outlook emails Notes (OneNote, Notepad, Sticky Notes, Word) Tasks become fragmented, untracked, and often lost. Proposed Solution: A lightweight system-level task layer integrated with Windows + Copilot that: Core Features Automatic task extraction From Teams, Outlook, notes, and user text Example interpretations: “I’ll call you in 2 weeks” “Let’s follow up later” Context-aware inference (local model) Identify: Task owner (“I” vs “you”) Priority signals Deadlines Minimize false positives Chronological task timeline Tasks auto-organized by: Time Priority Recency Floating task panel (desktop UI) Docked widget (like Sticky Notes or chat bubble) Expand/collapse view Always visible option Automatic task lifecycle tracking Detect completion: “Email sent” “File shared” Remove or mark complete automatically Continuous re-prioritization Adjust every few minutes based on: New inputs Deadlines User behavior Privacy-first architecture Use local models (SLM) instead of large cloud LLMs Enterprise admin control for data access Why this matters: Millions of users manually track tasks across fragmented tools, losing productivity daily. This feature would unify task understanding across the OS and M365 ecosystem.
Architectural: Copilot should detect missing source data, avoid inference, and surface uncertainty.
Users expect the AI to detect when it lacks source data, avoid inference, surface uncertainty, and adapt to environmental constraints like character normalisation. These behaviours materially improve trust and usability. I’ve been working with Copilot on structured data extraction from a PDF and noticed a behaviour that seems like an architectural gap rather than a simple bug. Copilot attempted to infer table structure from a template when it did not have access to the actual source data. It produced confident but incorrect output instead of signalling that the source was unavailable. Additionally, Copilot attempted to output TAB‑delimited data, but the MS365 environment silently normalised TABs to spaces, and Copilot did not detect or adapt to this constraint. Recommendation: Copilot should proactively: detect when it lacks source data avoid inference when accuracy is expected surface uncertainty explicitly detect environment‑specific formatting limitations (e.g., TAB stripping) adapt output formats automatically These behaviours would materially improve trust, reliability, and user experience.
Is the Copilot model picker available in Word for the Microsoft 365 Premium (Individual) plan?
Hello, I would like to confirm whether the Copilot model picker is available in Microsoft Word for subscribers of the Microsoft 365 Premium Individual plan. Specifically, I am referring to the feature that allows users to switch between different AI models, such as: - Claude Opus 4.7 - GPT-5.5Copilot from a User's Perspective #2 — Types of Copilot and How to Choose
I'm a native Chinese speaker, and my English isn't strong enough to write an entire article from scratch. So I had Copilot Tasks translate this piece for me. If you find it reads smoothly — well, that's a testament to what Tasks can do. This is the second article in my Copilot from a User's Perspective series, focusing on the different types of Copilot. After reading the first article, if Copilot caught your interest, you're probably wondering: with so many Copilots everywhere, what's the difference between them? Are they actually useful? Are they really worth your time? By the end of this article, you should have a much clearer picture of how to think about the different Copilot experiences. There are a LOT of Copilot variants out there. I first started using Copilot on March 6th, and since then I've tried virtually every Copilot experience available to me (I'm a Microsoft 365 Premium subscriber). As of May 1st, my conversations have exceeded 9 million Chinese characters（including both my inputs and AI responses across all Copilot surfaces）. So I'll take the liberty of offering my own user-perspective classification of the current Copilot landscape. I believe the AI tools we regularly interact with can be broadly divided into four categories: Chat AI, Tool AI, Search Engine AI, and Agent AI. In my view, AI's core value lies in working alongside humans to boost productivity — and that's the lens through which I built this classification. One important caveat: due to account permissions and the nature of my work, I haven't had the chance to try the Windows system sidebar Copilot, GitHub Copilot, or Copilot Studio. Quick Analogies Before diving in, here's how I think about each type: • Chat AI — A knowledgeable, quick-thinking colleague who's a bit too talkative and not great at actually doing things. Great for brainstorming, but the moment hands-on work is needed, they vanish. • Tool AI — The notebook, sketchpad, and toolbox sitting on your desk. Specialized for specific tasks, with minimal conversation ability. • Search Engine AI — A filing cabinet that organizes your scattered documents so you can find things faster. • Agent AI — The most powerful and practical of all. A knowledgeable, sharp-thinking assistant who doesn't ramble and can actually get things done for you. Chat AI Where you'll find it: Web-based Copilot (copilot.microsoft.com), Edge sidebar Copilot, and the chat panels within M365 apps. What it does: This is the most popular, most accessible, and lowest-barrier type of AI. Chat AI typically can't take action on its own — the most it can do is generate images for you (though M365 Copilot Chat can also create files in Microsoft formats like Word documents and PowerPoint presentations). But don't underestimate it. You can ask it to check the weather, or have it research topics across the web — for example: "What are the most popular conversational AI tools on the market right now, and how are they reviewed?" My take: I've settled on the web-based Copilot as my primary chat AI. In my experience, M365 Copilot feels narrower in its reasoning — its responses are more conservative and contained, while the web version is more open and expansive. You can clearly sense they come from different design philosophies. One notable thing about M365 Copilot is that it integrates your conversation history across all M365 tools, suggesting that all the chat experiences within M365 share the same underlying foundation. Tool AI Where you'll find it: Copilot embedded in Excel, PowerPoint, Word, and other M365 applications. What it does: This type of AI is far more powerful than you'd expect. How much value you get from it depends entirely on how well you understand the underlying tools and how creatively you use the AI within them. With Copilot's help, my Excel productivity has improved by at least 70%. I'll dedicate an upcoming article specifically to using Copilot in Excel. My take: Incredibly powerful and massively underestimated. Stay tuned — I'll be showing you how to use these in future articles. Search Engine AI Where you'll find it: Copilot integrated into Edge's search experience (Bing AI). What it does: Its primary function is summarizing your search results. You might not even notice it's there, because it doesn't present itself as a conversation — it simply provides a summary alongside your results. You think you haven't given it any instructions, but the moment you type something into the search bar and hit Enter, it's already at work. There's not much to choose here — search engine AI is tied directly to your browser. Nobody switches browsers just for an AI summary feature, and the quality of its output depends entirely on what it finds. If the search results are noisy, the summary will be noisy too. So don't overthink this one — and certainly don't abandon a browser you're comfortable with just because a competitor added this feature. My take: The good news is that search engine AI is usually free — it's essentially a feature enhancement that search engines build into their browsers. That said, some AI-native search engines like Perplexity offer a noticeably better experience. Overall, this is a category where we can sit back, let the companies compete, and enjoy the improvements. Agent AI Where you'll find it: Copilot Tasks (on web-based Copilot) and Office Agents (in M365 Copilot). What it does: This type of AI goes far beyond a chat window. It connects to your email, calendar, browser, cloud storage, and other tools. Think of it as an AI that doesn't just talk with you — it takes action. Tell it "Check my meeting schedule for tomorrow and send a reminder email to my colleagues," and it will open your calendar, draft the email, and send it — instead of handing you a block of text and leaving you to do the work yourself. Tasks can even run in the background. Close the page and go about your day — it will notify you when it's done. For example, I've set up Copilot Tasks to automatically compile and send a daily report (with content I define) and to gather competitive analysis based on my requirements. That said, today's agent AI is more like an intern you need to keep an eye on than a seasoned employee you can fully trust. But even so, it's a massive leap forward from chat AI — at least it's willing to roll up its sleeves. My take: Choosing an agent AI is much more complex than choosing a chat AI, because an agent's core value isn't about how well it talks — it's about what it can connect to and what it can do. Agent AI is the category most worth learning about right now. Tool AI excels at specific points; agent AI covers the entire surface (though in certain vertical domains, tool AI may still deliver a better experience). It's the only category that's genuinely changing how humans and AI work together. This category is still young, and the experience isn't fully polished yet. When choosing, don't focus on which one feels the most mature — focus on which one fits your workflow. Even if someone told me Google's AI experience is the best, I still wouldn't abandon my Microsoft ecosystem. Closing Thoughts These are the four types of AI tools as I see them from a user's perspective. Chat AI is the quickest to try. Tool AI gives you the most tangible sense of how AI is changing the way we work. But if you're willing to invest time in learning and adapting, agent AI can deliver productivity gains that the other three categories simply can't match. I'll also be publishing a Tasks guide in the future (assuming you have access to it). Trust me — you'll be amazed at what Tasks can do. Next up: AI Tutorial — Surpass 90% of Excel Users in 5 MinutesIn Case You Missed It: Frontier Transformation and Wave 3 of Microsoft 365 Copilot Announcements
March brought a major set of Frontier Transformation and wave 3 of Microsoft 365 Copilot announcements across Microsoft 365 Copilot, Copilot Chat, and agents—all focused on helping people move faster from intent to action and helping organizations scale AI responsibly. If you missed any of the updates, here’s a quick recap of what’s new and why it matters. Copilot Transforms Knowledge Work These updates deepen how Copilot shows up inside the flow of work—grounded in your content, context, and tools. Word, Excel, and PowerPoint Agents From Copilot Chat, users can ask Word, Excel, or PowerPoint agents to create content, take next steps, or execute tasks, helping them move from intent to action without copying and pasting or switching contexts. 👉 Learn more Edit with Copilot in Word, Excel, and PowerPoint Copilot now creates, edits, and refines content directly inside Word, Excel, and PowerPoint, grounded in the context of a user’s work through Work IQ, so people can iterate and improve content without leaving the app they’re working in. 👉 Learn more Sequences shortened for demonstration purposes. Copilot Chat in Outlook Copilot Chat in Outlook enables users to draft and refine emails, manage calendars and RSVPs, and use the Outlook email widget to take action directly from chat, streamlining everyday communication and scheduling tasks. 👉 Learn more Outlook customer calendar instructions & proactive RSVPs Copilot finds available meeting times, sends invites, and keeps calendars up to date based on custom instructions, notifying users of changes directly in chat to reduce manual coordination. 👉 Learn more Copilot Cowork Built with Anthropic, Copilot Cowork brings a multimodel approach to Microsoft 365 Copilot—so your work isn’t tied to a single model. Cowork moves Copilot beyond prompts into long‑running, multi‑step work. With full awareness of your work context through Work IQ, it lets you delegate meaningful work and stay informed as it progresses. 👉 Learn more Claude Sonnet available in Copilot Chat Users can select Claude models directly in Copilot Chat, alongside next‑generation OpenAI models, bringing leading models from multiple providers into a single Copilot experience. 👉 Learn more Dataverse in Work IQ Work IQ connects signals from Microsoft 365—including documents, meetings, email, and chat—and will soon access operational data in Dataverse through Copilot in Dynamics 365 and Power Apps, bringing work context and business data closer together. 👉 Learn more Work IQ Memory (Chat History) Work IQ Memory enables more relevant, personalized Copilot responses shaped by a user’s work and Copilot chat history over time. 👉 Learn more Extensibility: Work IQ API / MCP Work IQ APIs provide access to production‑ready AI capabilities that work directly with enterprise work context, enabling extensibility through APIs and MCP. 👉 Learn more Launch Demo Copilot in Dynamics 365 & Power Apps Microsoft 365 Copilot is accessible directly within Dynamics 365 Sales, Customer Service, and Power Apps, extending Copilot experiences into business applications where operational work happens. 👉 Learn more Agents That Help Run the Business These announcements focus on building, deploying, and scaling agents across the enterprise. Apps SDK The Apps SDK provides tools to build ChatGPT apps based on the MCP Apps standard, with additional ChatGPT functionality to support agent and Copilot experiences. 👉 Learn more Model Context Protocol (MCP) Apps MCP Apps turn Copilot from a text interface into a governed, interactive execution layer by surfacing interactive app experiences directly in Copilot Chat. 👉 Learn more Apps in Agents: Outlook, Dynamics 365, and Power Apps Agents can bring Outlook, Dynamics 365, and Power Apps directly into chat, allowing users to review information and take action without leaving the conversation. 👉 Learn more Agent Recommendations in Microsoft 365 Copilot When users prompt Microsoft 365 Copilot, the system analyzes intent and recommends an installed, IT‑approved agent directly in the flow of work, making agents easier to discover and use at scale. 👉 Learn more Evaluate agents in Copilot Studio Copilot Studio provides structured, repeatable testing to help catch issues early, reduce the risk of bad answers, and maintain agent quality as agents evolve. 👉 Learn more Visibility, Governance, and Control at Scale As agent usage grows, these updates help organizations move from experimentation to enterprise readiness. Agent 365 Agent 365 serves as the control plane for agents, helping organizations move from experimentation to enterprise‑scale operations by enabling them to observe, govern, and secure agents. 👉 Learn more Microsoft 365 E7: The Frontier Suite Microsoft 365 E7 unifies Microsoft 365 E5, Microsoft 365 Copilot and Agent 365 into a single solution powered by Work IQ and integrated with the productivity apps and security stack customers already rely on. It includes Microsoft Entra Suite and advanced Defender, Intune and Purview security capabilities, delivering comprehensive protection across agents and employees. 👉 Learn more To explore what’s available now—and what’s coming next—visit the Microsoft 365 roadmap and related announcement blogs. 👉 Explore the roadmap
