Curious if anyone has approached a girl with the intent as using her as a wingwoman for her friend, I’m assuming that one would probably have to go a lot more in the “resume/comfort building” approach with no real game intent until we approach her friend.
This seems like a giant waste of time. See more in further comments.
better to just approach the group of two and watch the body language and note the verbal responses of both. If one is interested in you, you will know.
When you wrote this, were you thinking about bar or non-bar approaching? I think it could be applicable in either. I've been a solely non-bar guy for a while. In non-bar venue approaching, often times you can get a woman isolated, which NEVER happens in a bar. Women always go to bars with friends.
There is no social circle play with strangers.
I don’t think most women today are into matchmaking that much anymore. Most only care about their own relationship status and aren’t inclined to directly help others out. Typically, the most you can hope for is she will be quiet or at least polite to you if she senses that her friend likes you.
I agree that most women won't do matchmaking. This seems like a thing from 20-30 years ago. The broader statistics bear this out as fewer people are meeting through friends/acquaintances (see chart below). Social circle started declining around 1990 but has really taken a nosedive since 2000.
The only females in a man's life that MIGHT have interest in matchmaking for him are sisters and cousins. Younger sisters are far more valuable for this than older sisters. For both sisters and cousins, they must live in the same geographic area as you. That's getting less common among adults in their 20s-40s.