Position 67, page 111
From Backgammon, the Cruelest Game, by Barclay Cooke and Jon Bradshaw

Should Black
double to 4?

Does black redouble? Not yet. It is true that black is ahead in a race, and if no doubles are thrown, he will win. But if black releases the doubler now and white rolls a double and black does not, white can redouble and black will have to drop.

A sound rule to follow about redoubling when bearing off: If both players have five rolls left (that is, ten men positioned on the lower points), wait. You may consider redoubling with four rolls left, depending on your opponent, and you must always redouble with three.

--
Rollout 
XG logo
Tom Keith 2013 
Money play
Black owns 2-cube
Black on roll

1296 games with VR
Checker play: 3-ply
Cube play: XG Roller
XGID=-ECB------------------dcc-:1:1:1:00:0:0:0:0

Cube Action Game BG   Equity
No double W
L
.7734
.2266
.0000
.0000
.0000
.0000
+0.8689 (0.1210)  *
Double Take W
L
.7734
.2266
.0000
.0000
.0000
.0000
+0.9899 +0.9899 x 
Drop +1.0000

  Black should redouble and White should take  

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No. 68, page 115

List of Positions from Backgammon, the Cruelest Game

Backgammon, the Cruelest Game (1974), by Barclay Cooke and Jon Bradshaw

Backgammon Galore : Books