Automatically Re-size Clips In Montage?

I’m not quite sure if you mean you replace old clips with new different length clips, but the only functions I know of are the Clips tab: Clips > Functions > Align Selected Clips of focused track. If you select all the clips (ctrl-a), then use “place clips one after the other” 0s or 1s or 2s (or whatever), you’ll get consistent gap between all clips.

If you mean you resize the end of one clip (or insert a clip of different length) and want all clips on the right to move to fit, engage the “auto shift clips on the right” button.

If neither of those do what you want, maybe you could take a screenshot?