Earlier quoted context omitted.
your post here is better rational than the other stuff (although it was all well written). I think it would be very useful to define processes by which entrepreneurs can better determine if they are hanging on too long. Processes that have more depth than just playing with numbers. Perhaps its simply soliciting more critical feedback from others at key points along the path?
It's a very interesting thought. The problem may be that there aren't really anyone in the vicinity of entrepreneurs that have an interest in saying that it probably won't work out: Investors lose their money, partners lose their partnerships, etc. And friends often tell you you're doing great in an attempt to spur you on. It might be possible to set up some system that you can judge yourself by. Maybe a quiz that yo…
There is certainly enough "distance" between many of the participants here to get open feedback.