One thing I have noticed it is difficult to see Jews going for is the idea of God as personal Savior from sin. Without this pons asinorum being traversed, Jesus’ role makes no sense. Most Christians are aware that they cannot furnish enough obedience to God to ever put Him in the position of owing them His favor, but modern rabbinical philosophy posits the opposite, and often painfully so.
It is only when you’ve known you have really stepped in spiritual doo doo big time, and found God forgiving you for it to an amazing extent, that you can appreciate this aspect of God and yield to His salvation in gratitude. Otherwise you’re just going to be a big ball of spiritual pride. The story of David, who engineered the death of Uriah, is one such story.
I enjoyed your post #73—very well stated. It’s always a special joy to come across a completed Jew—I’m witnessing to a potential one now—and how thrilling it is to contemplate the Scriptural promise we have of their future harvest. God has had to deal most severely with them these last two millennia to get their attention and overcome the barriers you mentioned, but since WW2 especially the stage is rapidly being set. And today Bibi is summoning them home.