As you can see in the pictures attached, when creating a gable end on this side of my structure, it creates the overhang perfecting on one section, but won't on another. Is this a bug in the software, or am I doing something wrong?

Hi Andrew,

This is not your fault. It is a slight bug in the software.

Currently the only way around it is to manually edit the roof, this is not a hard or daunting task.

I have created a video and uploaded it to Youtube that you can follow the process. Link is below.

https://youtu.be/_HSeeN0tH8o

Kind Regards
Dean