It seems to me that back when 14.1 was king, up through the 1960s or so, the best players (Mosconi, Greenleaf, Caras, Lassiter, Crane, etc.) tended to play safe when the shooter got out of line and without a reasonable shot. Hard to say as there aren't many videos of those times. Today it seems that the pros just hate giving up the table and they are more likely to take a lower percentage "Hail Mary" shot than play safety.
What do you think? Were there some of the old great players that took plenty of high risk shots? Does the fact that the current equipment makes it easier to break the balls shed any light?
This game is still my favorite and I practice often. I get out of line more often than I'd like so I don't hesitate to look for a Hail Mary shot to keep the run going. I have nothing to lose. Finding these shots are good for the imagination and they're fun to try.
Here's a video of about 30 of these shots, all made on the first attempt.