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I've worked with people like Corinna before. They like the idea of matching their friends, not sure they have any special insight other than in their own desire to match.
The direct approach is best - both from you and from Barbara. My sense is that if this hasn't happened by now, neither of you is all that into the idea and would only be dating out of a desire to be dating someone. Fine in the short term, not so fine in the long term if that's what you're ultimately looking for.
I think you already know the best answer for Andrew.
Yes, it's a good sign that Amber signed up before anyone else. Direct approach there. If you think there's something there, it sounds like she will make it easy for you to spend more time with her on the next walk.
The Trumper belongs at Corinna's next party. If you're feeling particularly iniquitous, tell him she was asking you how you felt about voting irregularities in 2020.
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