I am still new to PCB design but I often run into this.
Say I have a USB connector on the bottom of a board, a SoC on the top, an LDO somewhere in the middle, and miscellaneous stuff on the sides. It's often not clear the best place to tap into VCC for everything while I'm still moving things around and I end up connecting it in multiple places back to the source, creating a 'ring of power.'
Loosely related, I've found when running long runs of LED strips that effectively form a loop, it works better to connect both ends to +ve and ground. Otherwise the furthest end of the LED strips have more resistance and they get dimmer towards the end. Does the same thinking apply?
My approach thus far has been "it can't hurt," but can it? Should there just always be only one path?