Well... after I made another mountain out of a molehill, i've sat myself down, cleared my mind, and taken a step back in development to make the colosseum into a better shape as my last "FAILED" attempt was too long and crappy looking.
I spent this weekend taking a different approach to the problem, and came out with a better outcome.
The shape is still not how I had originally wanted it to be (like the real colosseum), however this shape is pretty good, and nobody will really notice anyway.
I decided to do a little developers video showing a bit of bug hunting that I was doing last night in my attempt to iron out all geometric bugs in 1/4 of the colosseum before I duplicate it around to complete the entire model.
The colours in this video are fruity because that is how I have grouped objects. Each colour is a different object containing a set of about 4 different types of objects using the same texture space on what will most likely be a 4096x4096 texture.
(If/when I restart the colosseum to do it properly, I will make texturing a heck of alot easier).
Here is the video.