In my opinion, yes and no. Adding an interactive surface boundary to your corridor daylight points *should* update if you make small changes to your alignments and profiles. If you make large changes to your alignments and profiles and corridor regions in a way that makes your daylight points invalid then yes you should probably update your interactive boundary. This has typically been the last thing I do before plotting the close to final cross sections. If I am still in the design phase, I don't worry much about the corridor surface boundary and just accept the fact that the outer cross section graphics may look a little funny. I use the interactive corridor surface boundary toward the end to make everything look nice (unless I need to use it earlier).
While I don't know for sure what your situation was, from my past experience, I could envision a winding channel that does not have a corridor surface boundary. The corridor surface would be creating triangles from one 'peak' to the next 'peak' of the winding alignment. These extra exterior triangles in the 'valleys' between the peaks are what could be showing up on the outskirts of your cross sections.
It has been my experience that adding an interactive corridor surface boundary goes a long way to cleaning up the cross section plots.