In your post you described two extremes, 'cinching a shot' and 'over stretching with a shot.' That's good information for the scenario they both fit, but what would you do in this situation?Bank the 11 straight back and draw the cue ball to the foot rail for a relatively easy free shot. Shannon should make it at least 3 out of 4. But he shouldn't just settle for cinching the 11 ball, he should be thinking about getting out.
If you needed a bunch you would draw the ball with left hand english all the way to the foot rail and then back up behind the other balls. Being that close to the 11 puts this shot in range. That's a little bit of a stretch, even for a young Daulton. But if anyone would try it you're looking at him.