Earnest,
Unfortunately, I've stated almost as much as I can without violating a trust. (If you recall, it was during the early 80's that law enforcement became an unacceptable profession for JW's and it precipitated a wave of consternation in my neck of the woods.)
Here is an excerpt from one letter (Writer is deceased) and the reply:
Question: "In what way could Jesus' disciples be considered the "Lawless ones" of Isaiah 53:12? Is this an adjustment to the understanding found on page 86 of the book Man's Salvation out of World Distress at Hand!"
Answer: "No, the brief statement on page 19 should not be viewed as a new understanding"
It's about as satisfying as a photograph taken from 12,000 feet, but that's all I have.
As always, there are a number of ways to interpret Jesus' more cryptic comments. The 1984 reference Bible linked the prophetic reference to John 18:12, which was an allusion to the manner of his death (i.e. As a condemned criminal) The idea that Jesus was the leader of a band of brigands (Or the perception thereof) is a little off the beaten path, especially for a doctrinally conservative group like the JW's.
TBH, I'm more curious (confused) than ever now. The JW's did away with the reference in 1984 and brought it back in 2013. I wonder what they would say if they were asked point blank today (?)