Thank you for you replies and sorry for the images snafu.

I am not really looking to have the "maximum" radius automatically applied, but I'm looking for a a way to fillet these edges that is faster than Rhino, which is very time consuming for this task. I would need to prepare many of these each day, and I have to actually produce these afterwards so I don't have much time to deal with the fillet.
I wanted to know if MoI can do this faster and better than Rhino

I've uploaded the images this time:

1. This is the kind of shape I work with (letter combinations). I import it from Illustrator


2. From that I extrude a solid, but I want it to have round edges.


3. This image shows where the problem is. Even if I correct each radius in the preview the result is pretty bad.


4. This image shows another problem in Rhino