Pensive -
Welcome to the forum. You have captured the essence of the witness mind-control. I cannot relate to your experience precisely, as I have nothing in my past to compare. But I feel for you indeed.
My wife (and best friend) and I spent all our lives as witnesses. We left a little over a year back, after becoming convinced that the 'truth' does not dwell with any one group exclusively. Wifey and I have always been 'on the same page' - both during our decades as witnesses, and since leaving them. To me, that oneness of unity with your mate is crucial in this life.
I cannot advise, but some times it is better to 'cut your losses'. On the other hand - can he be made to see the need to look at the witness religion from a different angle?
I would recommend two books for you to read and pass on to him if possible;
Crisis of Conscience - Raymond Franz
In Search of Christian Freedom - Raymond Franz
Mr Franz was a member of the Governing Body of Jehovah's witnesses, and a full time witness for 45 years before leaving due to conscience. Many witnesses have been helped out of the organization by his kind words and clarity of understanding about the culture of JW's.
Jeff