“I strongly agree with “NY Mom” who said a third-party shadchan should be used -“
I do, too, buit only because it is a good way to save face, not put preswure on either party, and if it’s yes, great, if no, then nothing ventured, nothing gained. I would go for it, definitely. She can only say no, and if it otherwise was going well to that point when they agreed to stop going out, it might go again.