You can set people up on a blind date or you can invite them both to the same place at the same time and casually introduce them. I had a successful shidduch recently with telling 2 friends about each other and having them meet alone at a coffee house, but the next shidduch I have in mind is going to be done a different way. I don’t want them to feel the pressure or the awkwardness, so instead I’m having a get-together and inviting them as well as some of their respective friends. I want them to feel comfortable and at ease. They know about each other and are interested in meeting each other, so I just need to make it easy. Some people need to be put in a 1-on-1 situation for an assortment of reasons (either they’re too easily distracted, or they won’t put themselves out there, or they’ll depend on their friends too much, etc), but others need a buffer. So when you’re looking to do a set-up, or if someone says they have a shidduch for you, then determine what kind of introduction you want to make by taking into consideration the personalities of the two people involved in the set-up.

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