This has to have been asked before, and I just couldn't find it.
I'd like the ability to update the Pi-hole software from the Web interface. In a perfect world, I could select an option box to automatically update the software on a schedule or whenever the Pi-hole Version, Web Interface Version, or FTL Version gets updated by the developers.
We have looked into implementing this, but put it on hold until we find a way to resolve some of the underlying issues with it (how to handle lighttpd updates, because we can't really restart lighttpd because the installer would be killed). https://github.com/pi-hole/pi-hole/issues/945
Was just about to request this myself as my, and I'm sure those of many other PI-Hole users, my device is not readily accessable & difficult to update without connecting it to my TV. A web update would be outstanding!!