copilot
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Microsoft Copilot Wants a Job, Not Another Prompt
Home makes the files, Code makes the apps, and Autopilot keeps working after you leave. Microsoft’s new Copilot turns delegation into a product—and ongoing work into a running bill.
Mustafa Suleyman and the Question Behind the Machine
The Microsoft AI chief began by listening to people one call at a time. Now he is trying to decide what billions of conversations with machines should be allowed to become.
Applicable does the Microsoft work nobody puts in the launch video
Splitting a 60,000-person company’s Microsoft environment takes more than moving mailboxes. Applicable has built its business around the migrations, permissions and midnight support that keep corporate life running.
Andréa Mallard Keeps Choosing the Bigger Adventure
A stranded would-be correspondent learned to interview Paris over a pint, then carried that curiosity through IDEO, Pinterest and Microsoft AI. Her career is a case study in choosing the less obvious door - and knowing when a title is only one part of a life.
The Microsoft Cloud Has a Fine-Print Problem - Interlink Built a Business Translating It
The Mason, Ohio consultancy found its lane between Microsoft's sprawling catalog and the people expected to make it all work. Its pitch is less cloud cheerleading than practical translation: buy less, secure it properly, and get employees to use it.
The Microsoft Executive Who Thinks Your Next Colleague Is Software
Jared Spataro spent two decades helping Office become a service and Teams become a workplace. Now he is selling a stranger idea - software will go beyond assisting the organization and join the org chart.
Pragmatic Works Sold the Software, Sold the Consulting - and Kept the Classroom
Brian Knight built three businesses under one roof, sold two of them, and discovered the least glamorous piece was the one he wanted to keep. Today Pragmatic Works turns Microsoft's endless release cycle into a training flywheel anyone can borrow.
Tailwind Bet the Company on Pinterest. A Million Small Businesses Bet Back.
The Oklahoma City company started life as a wedding-planning site, pivoted to the one social network everyone underestimated, and quietly built a marketing suite that now runs on autopilot for more than a million merchants.
Devasena Rajamohan
Devasena Rajamohan is Corporate Vice President of Dynamics 365 Customer Experience Applications at Microsoft, leading global teams of product managers, engineers, and data scientists driving innovation across Customer Insights, Sales, Customer Service, and Copilot. With a career spanning over two decades in enterprise CRM and cloud software—including senior leadership at SAP and early engineering roles at TATA Infotech—she has shaped how large organizations deliver AI-powered customer engagement. Under her leadership, Microsoft earned recognition as a Leader in both the 2025 Gartner Magic Quadrant for CRM Customer Engagement Center and The Forrester Wave Customer Service Solutions Q1 2026.
Mala Anand
Mala Anand is Executive Vice President and Chief Customer Experience Officer at Microsoft, leading the Customer Experience & Success division. A 25-year technology veteran who immigrated from Mumbai at 17 on a Rotary Youth Exchange Scholarship, she has shaped enterprise software at Cisco, SAP, and Microsoft, driving AI-powered transformations that measurably improve how customers get support. She is also executive sponsor of Women at Microsoft and an independent board director at Agilent Technologies.
Capacity vs Microsoft in the Fight to Kill the Support Ticket
Enterprise support is being rebuilt around AI agents. On one side, a St. Louis specialist that crossed $100M in recurring revenue; on the other, the largest software company alive shipping the same feature straight into Copilot.
Why Everyone Is Building the HVAC Chatbot
Five AI-native startups and every major field-service platform are racing to build the same product: an AI assistant that sits in a technician's pocket and answers questions about the air conditioner in front of them. The technicians are a proxy. The real contest is whether a thin AI layer on an underserved dataset can survive once the platform that already owns the customer relationship copies the feature for free. HVAC is the smallest, clearest test of a question every vertical AI founder is asking: does depth beat distribution?
One Lake to Rule Them All: Microsoft Fabric Ends the Great Data Copy
Microsoft Fabric is a unified, AI-powered data analytics platform that folds data engineering, data science, data warehousing, real-time intelligence, and Power BI business intelligence into one software-as-a-service experience. At its center sits OneLake, a single multi-cloud data lake that removes the need to copy and move data between tools. Copilot is threaded through every workload, letting people build pipelines, notebooks, and reports with natural language. Generally available since November 2023, Fabric is used by tens of thousands of organizations, including a majority of the Fortune 500.
Dux Raymond Sy
Dux Raymond Sy is a technology executive at AvePoint, a Microsoft Regional Director, and a long-time Microsoft MVP who has spent more than two decades helping commercial, education, and public sector organizations navigate digital transformation. He is the author of 'SharePoint for Project Management,' the creator of the LinkedIn Learning course 'How to Build Your Personal Brand,' and host of the #ShiftHappens podcast. A sought-after keynote speaker, he has presented to more than 25,000 people at events worldwide including Microsoft Ignite and the Gartner Digital Workplace Summit.
Height
Height was a New York-based software company that built an AI-native project management and collaboration tool for product teams. Founded in 2018 by ex-Stripe designer-engineer Michael Villar, Height combined tasks, chat, and adaptive workflows in one keyboard-first app, then pivoted to an 'autonomous' model in which an AI agent called Copilot handled the routine legwork of building software - triaging bugs, updating specs, pruning backlogs, and drafting standups. Backed by roughly $18.3M in venture funding, Height competed with Linear, Asana, and Jira before winding the product down in 2025.
Microsoft Won by Learning to Stop Being Windows
For years, Microsoft treated Windows as the answer. Its second act began when it made Windows merely one answer - and turned the rest of the company into a machine for selling picks and shovels to everyone.
Liner
Liner is an AI search engine built for students, researchers, and knowledge workers who need answers they can trust. Founded in 2012 as a web highlighter and rebuilt around large language models after GPT-3, the company now serves roughly 12 million monthly users across more than 200 countries, pairing conversational answers with transparent citations from academic papers and vetted sources. Headquartered in San Francisco with roots in Seoul, Liner positions itself as a source-grounded alternative to general chatbots and to Google's search box.
Assembly
Assembly (formerly Copilot) is an AI-powered client portal platform for professional and creative service firms. It gives agencies, accountants, consultants, law firms and freelancers a single branded space where clients can message, sign contracts, pay invoices, share files and buy productized service packages, backed by a lightweight CRM and an AI assistant. Founded in 2020 by Marlon Misra and Neil Raina and based in New York, the Y Combinator-backed company serves more than a thousand service businesses across the US, Canada, the UK, Europe and Australia.
Marlon Misra
Marlon Misra is the cofounder and CEO of Assembly (formerly Copilot), a Y Combinator-backed New York software company building a client-portal platform - often described as 'Shopify for service businesses.' Assembly raised a $10M Series A, serves more than 1,000 firms and roughly a million of their clients, and rebranded from Copilot in September 2025 alongside the launch of an AI assistant for professional services firms.
Atlas
Atlas is an AI-first customer support platform that pitches itself as a modern replacement for Intercom and Zendesk. It combines ticketing, an omnichannel inbox (chat, email, WhatsApp, SMS, Slack Connect, Discord), session recording, customer timelines, a help center and AI agents (Autopilot and Copilot) so support teams can resolve issues faster by understanding customers more completely. Founded in 2021 by Jon O'Bryan and Rahul Asati and backed by Y Combinator (W22), Atlas is built around the idea that great support drives growth rather than being a cost center.
Kalepa
Kalepa is a New York-based insurtech building AI software for commercial insurance underwriters. Its flagship platform, Copilot, ingests submissions, extracts and structures messy documents, surfaces hidden risk exposures from billions of data points, and helps underwriters triage, price, and bind business faster and more profitably. Founded in 2018 by Paul Monasterio and Daniel Hillman, the company is backed by Inspired Capital and IA Ventures and works with carriers including Munich Re Specialty, Bowhead Specialty, SECURA, and Canopius.
Douglas Pearce
Douglas Pearce is Corporate Vice President of Product Management for M365 Copilot Growth at Microsoft, where he leads the strategy to bring AI-powered productivity tools to hundreds of millions of users worldwide. Based in the Seattle area, he has spent over two decades at Microsoft, previously heading product management for Office Growth and Fundamentals before pivoting to spearhead the company's flagship AI copilot initiative across Microsoft 365.
James Howell
James Howell is VP of Windows Marketing at Microsoft, leading the company's push to define the AI PC era. Based in Woodinville, Washington, he has been at the forefront of marketing Copilot+ PCs and positioning Windows 11 as the platform for on-device AI. He has been a key Microsoft spokesperson on the AI PC transition, championing Copilot+ as a new hardware category and appearing in press and video series including 'Innovators Powered by Best Buy' to evangelize what AI can do for everyday PC users.
Michael Schechter
Michael Schechter is Corporate Vice President of Search Growth and Experiences at Microsoft, where he has spent over two decades shaping how people discover information on the web. A computer science graduate of the University of Maryland, he has been at the center of Bing's evolution - from leading the captions feature in its early days to orchestrating the AI-powered transformation of Bing with Copilot Search. Known for his candid voice on search industry trends and his willingness to engage publicly on topics like citation transparency and AI reliability, Schechter represents the rare executive who can speak both engineer and user fluently.
Rahul Sharma
Rahul Sharma is Vice President of Marketing at Microsoft, based in New Delhi, India. He leads marketing strategy and execution for one of the world's most valuable technology companies in one of its fastest-growing markets. Operating at the intersection of enterprise software, AI, and cloud computing, Sharma drives Microsoft's brand and commercial marketing efforts across India - a country Microsoft has identified as central to its global AI and cloud expansion strategy.
Flux
Flux is a browser-based, AI-native hardware design platform that turns text prompts into manufacturable printed circuit boards. The San Francisco company calls its product an 'AI Hardware Engineer' and is rewriting how electronics get designed by combining an electronic CAD environment with an agentic copilot that researches parts, draws schematics, lays out boards, and prepares files for fabrication.
Takeshi Numoto
Takeshi Numoto is the Executive Vice President and Chief Marketing Officer at Microsoft, appointed in October 2023 after his predecessor Chris Capossela's 32-year tenure. A University of Tokyo law graduate and Stanford MBA, Numoto joined Microsoft in 1997 after serving as a trade negotiator for Japan's Ministry of International Trade and Industry. Over nearly three decades at Microsoft, he has been the architect behind the marketing strategies that powered the explosive growth of Azure, Dynamics 365, and Microsoft 365, and now leads all worldwide marketing for the company's AI-driven Copilot era — overseeing brand, advertising, product marketing, events, and communications globally.
Wendy MacGregor
Wendy MacGregor is Vice President of Global Media & AdTech Solutions at Microsoft Advertising, leading the company's audience and ad-technology strategy with a self-described abundance mindset borrowed from CEO Satya Nadella's 'learn-it-all' playbook. She arrived at Microsoft after a long climb through the upper ranks of digital advertising - Google, Turn, AOL - and now spends her days arguing that Copilot is an empowerment tool, not a replacement.
Eli Chait
Eli Chait is the Co-Founder and CEO of Wholesail, a San Francisco-based B2B payment risk management platform modernizing accounts receivable for food and beverage distributors. His origin story is unusually grounded: at age 12, he was entering invoices for his father's restaurant in Los Angeles. That early hands-on encounter with the pain of paper-based B2B trade became the north star for his entire career - from co-founding Copilot (a restaurant analytics startup acquired by OpenTable) to leading Wholesail through a $22.6M Series A. With a team of repeat entrepreneurs forged at OpenTable, Wholesail is building the credit and payments network for the $1+ trillion US food distribution market.
Jacob Andreou
Jacob Andreou is a tech executive who scaled Snapchat from 80 million to 363 million daily active users and $1B+ quarterly ad revenue, became one of Greylock's youngest-ever general partners at 29, and then joined Microsoft where he was elevated to EVP of Copilot in March 2026, reporting directly to CEO Satya Nadella and leading AI experience across consumer and commercial products.