I probably misunderstood both of you, because I noticed weird / not steady backend column option behaviour for tiled galleries.
I unfortunately didn't took screenshots and I don't manage atm to replicate what I described (and I really saw, belive me ;-) !), i.e. 0, 2, 5, or 9 columns proposed on backend (using for instance Pagelines framework or Clean Retina theme) when selecting "Tiles" or "Squared Tiles" type.
Atm, my frontend galleries are OK and do adapt to size of images, orientation, number of images, theme or specific page / article content width. And the column option does'nt appear anymore on my backend for tiled galleries : which is supposed to be the case with this last Jetpack update, if I enventually understood you correctly... ? Am I wrong or right ?
Moreover, confusing French translation of Jetpack gallery settings do not help: I have "Thumnail Grid" (yes, in English !) for "Default", "Tiled Mosaic" (yes, in English !) for "Tiles", and "Mosaïque d'image carrées" for "Square Tiles"... A real mess ;-) !