Good evening,
Just wanted to report this because I'm not sure if it may be a situation that is overlooked currently.
I apparently have just a single file that somebody uploaded last year on our live Linux-based web server, where colons in the filename aren't an issue ("Monthly Attendance Verification 8:28:19.pdf") and after generating a backup and trying to restore it locally in my Windows XAMPP setup at home, it failed due to the filename above.
I just wanted to throw out the suggestion, if there could be a potential option in Akeeba to skip one or more files with colons in the name specifically when restoring from a Windows machine since that would result in a known issue due to Windows not allowing colons in the filename.
Additionally, I'm pretty sure that my DOCman install (due to it being used from DOCman 1.5 up until the current version) still has some files in it that are similar in name that would result in overlap on Windows (e.g. "Filename1.jpg" and "filename1.jpg" would overlap on Windows due to the lack of case sensitivity for the filenames). When copying the files from SFTP over to a Windows machine, WinSCP prompts if I want to override the files in this case and I can then choose the newer of the two files. I'm not sure how Akeeba handles this particular scenario behind the scenes, but thought I'd mention it as well.
Of course, this isn't typically an issue with backups/restorations generally occurring on Linux (or Unix) based OSes, but could cause some issues for less techie individuals.
In my case, I'm going to see if the file in question is actively being used anywhere and if not, I'm going to remove it from DOCman and create a new Akeeba Backup which will hopefully be able to be restored successfully.