There's the option to sort by name in Taskbar Inspector. It doesn't keep the windows automatically sorted, but that's better than nothing, I guess.

This issue exists only for the portable version, due to the syntax of the .ini file entries.

Yes, insider builds are not supported.

There's a post about this:

http://tweaker.userecho.com/topics/65-doesnt-work-on-insider-builds-of-windows-10/

Yes, insider builds are not supported.

There's a post about this:

http://tweaker.userecho.com/topics/65-doesnt-work-on-insider-builds-of-windows-10/

7+ Taskbar Tweaker is installed to the AppData folder by default. By doing so, it doesn't require administrator rights. Note that it's not portable: it uses the system registry.

If you prefer, you can run the installer as administrator, and install the tweaker into the Program Files folder by selecting it explicitly.

Like the sndvol_tooltip advanced option does?

Everything can be done. The question is, how much effort is required for it.

Currently, I don't plan to implement it, sorry.

I do not have 7+TT set to run on startup.

That's why it stops working, probably. The settings don't apply when the tweaker isn't running.

This is a known issue, which happens without the tweaker, too. The order of the taskbar items gets reset every time a virtual desktop is being switched on Windows 10.