If you are a solo user on Windows seeking a modern file management experience, choose Files. Its WinUI 3 interface, dual panes, and tagging features provide a slick alternative to File Explorer, making it perfect for those who want a fresh approach to file organization. However, avoid it if you need cross-platform support or advanced features like scripting and FTP.
On the other hand, if you’re looking for a versatile tool for organizing personal knowledge or managing projects, go with Obsidian. Its flexibility, local storage, and Markdown support make it ideal for customized note-taking and personal databases across various platforms. Just keep in mind that it's not suitable for real-time collaboration or if you prefer solutions based entirely in the cloud.