There may well be hundreds if not thousands of legal cases the Watchtower Society lost on the local level (Elders in Kingdom Halls) which carried
a settlement which included a gag order with the damages in settlement.
I'm little doubtful of that for most JWS are relatively poor and not well educated to handle a law suit.
The WTS. on the other hand has the money to spend on lawyers.
And yes I can see if any suits were filed against the WTS. that their lawyers would try to settle out of court with a gag order
attached, again the most important thing to the WTS. and its supporting and protecting servants is the organization's public image.
Its all important to sanctify and protect God's solemnly chosen earthly organization the Watchtower Corporation.