(a) Match Play. Red trails 4-10 to 13. Should Red double. If doubled should White take?
(b) Money Play. Should Red double. If doubled should White take?
Let’s deal with (b) first. For money this would be a grossly premature blunder – a triple blunder in fact.
The match score problem is much more interesting. At 4-10 you are not going to win by winning single games. With any sniff of a gammon you should be shipping the cube. In this position there is more than a sniff and White could end up with four checkers on the bar. Not doubling here would be a blunder. A gammon would bring the score to 8-10 which is much more palatable for Red.
Better to take a risk now than slowly be ground down.