When comparing Cortana vs FreeFileSync, the Slant community recommends FreeFileSync for most people. In the question“What are the best power user tools for Windows?” FreeFileSync is ranked 55th while Cortana is ranked 74th. The most important reason people chose FreeFileSync is:
It will work with MTP, FTP, SFTP, FTPS, and more.
Specs
Ranked in these QuestionsQuestion Ranking
Pros
Pro Can recognize music
You can ask Cortana what music is playing and she will attempt to identify it.
Pro Will let you know when artists you're interested in play in your area
Cortana monitors your Bing search history, social network actions, music played, etc to find out what are your favorite artists and will let you know if they plan to play in your area.
Pro It supports multiple protocols
It will work with MTP, FTP, SFTP, FTPS, and more.
Pro It can copy locked files
It supports Volume Shadow Copy Service, meaning that it can copy files even if they are in use or otherwise locked.
Pro Cross-platform
It runs on Windows, Linux and MacOS.
Pro Portable version available
Pro It is quite performant
Pro Google Drive support
FreeFileSync provides direct access to Google Drive, no additional software is needed.
Pro Completely free
Source code releases are provided under GPLv2.
Pro It supports realtime sync
It can be configured to constantly monitor two folders for changes and sync them instantly when a change is detected.
Pro It lets you program batch scripts
You can program your own jobs for execution as a script.
Pro It supports case sensitive synchronization
For Unix-like systems.
Pro It supports long file paths
It can copy files and folders with more than 260 characters in their paths.
Pro It supports versioning
Versioning is keeping multiple instances of the modifications of your files.
Pro It can sync both local disks and network shares
Cons
Con Functionality is limited on non-Windows devices
While Cortana is available on Android and iOS, certain features on those operating systems are either limited or non-existant. For example, there's no hands-free voice activation on iOS, and on Android it's only available on the homescreen and nowhere else, etc.
Con Does not preserve folder timestamps when copying
Con Memory hog
It runs a little slow on computers who don't have much RAM available.
Con Limited built in history
The program only remembers the latest set of folders you synced, so you have to save your syncs or create batch files.
Con A little intimidating for novices
If you never ran a file syncing software, this can be a little tricky to configure as your first one.
Con No backup encryption
Con It doesn't run on older Linux systems
It's dependencies don't allow it to run on older systems.