If you're a solo user on Windows who wants a modern file management experience, choose Files. It offers a sleek WinUI 3 interface with useful features like tabs, dual panes, and advanced tagging, making it a great step up from the default File Explorer. However, if you need something cross-platform or require complex scripting capabilities, this tool isn't the right fit.
On the other hand, if you're looking for a powerful way to organize knowledge or manage projects across multiple platforms, go with Obsidian. Its customization options and local storage are ideal for users who prioritize privacy and flexibility. However, if you need real-time collaboration or prefer a cloud-based solution, you'll want to steer clear of Obsidian.