Microsoft has quietly introduced powerful multi-file analysis support to its web version and Windows 11 version of Copilot, available without a paid subscription. Previously, Copilot supported uploading up to 20 files but could not link them together. With this update, Copilot can now read up to three files at the same time, enabling cross-file understanding and reasoning, a feature previously only available in the paid advanced version of ChatGPT.
Microsoft stated that this is one of the most requested features by the community. The new feature allows Copilot to understand the relationships between files, greatly enhancing its practicality. For example, users can upload a resume and two job postings, allowing Copilot to compare and analyze them, offering job-seeking advice. In travel planning, users can also upload a budget, itinerary, and packing list, letting Copilot identify potential issues or optimization solutions.
Additionally, since Copilot provides limited messages with the GPT-5with Thinking capability for free users, this new feature also means users can now experience the multi-file reasoning ability of GPT-5 for free.
New "Learning" Mode and "Audio Expression" Feature
In addition to multi-file analysis, Copilot also launched the **"Learning" mode**. When users combine this mode with the multi-file support feature, the results are particularly impressive. For example, uploading three study documents allows Copilot to process them together, creating a flashcard-based practice quiz. Users can answer questions directly in the Copilot interface and receive scores and detailed explanations.
Another potential application is book analysis. Users can take a photo of their bookshelf or book cover, and Copilot can identify the title, organize the theme, suggest a reading order, and even generate summaries and discussion prompts for a book club.
Notably, Microsoft recently added the audio expression feature to Copilot. Unlike ChatGPT, this feature uses Microsoft's own model, resulting in more natural and personalized voice. It performed exceptionally well in "storytelling" tests and is now available for free to users.
