IME, depends on the string type, and scale length Rusty.
I use TI Jazz Flats on my Persuader 5, which has a 32 scale, and my Turner 5-strings with 35 scales. The B string in this particular set is a .136, but they are much lower tension. Even so, it doesn't make enough difference that I have to make a mental adjustment to left hand. I have used various brands with .125's & .130's roundwound in equal portions, but couldn't tell much difference with them either. (Yes - I'm a great big wuss that likes floppy, low-tension strings!)
Theoretically, using the same type of string, on the same scale length, tuned to the same pitch, the larger diameter string would be under more tension. Using that as a template for a given tension that's comfortable to you, go up a gauge for shorter scales, down a gauge for longer.