SYMPTOM:
In Strategy Developer 9.x, consider the following scenario:

CAUSE:
The reason the Vertical Bar Options > Display > Legend appears to be disabled is that the Layout is chosen to be Manual, as shown:

The NOTE at the bottom states that choosing Manual overrides other sizing options, which includes the Legend selection.
ACTION:
In order to have the Layout option enabled, switch the Options-> Layout to Automatic.

The Legend Layout will now be enabled:
