Posted: 11/02/2014 at 20:24
I suspect the bike course at outlaw would be easier and should be sub 6 comfortably. On that basis 11:45 is very doable and if you can shave a bit off the swim then you should be staring down the barrel of 11:30 at the start of the run.
8000 miles per year - blimey. Is that 21 miles a day or 52 weekly rides of 150 miles. If the latter then the physical damage of 300 miles will be minimal as clearly you have comfy bike shoes, a comfy seat and a comfy riding position. That is you would be unlikely to have personal mechanical issues. Therefore getting back to training would be just fatigue related.
What is the longest you have ridden, what was the recovery like?
I think the ride would have to be done 'easy' with no heroics and eyes on minimal damage and a plan for recovery (food, compression, rest, whatever)
If it is within the comfort zone then recovery is quicker. However it will impact your training.