<human>: Thanks if you're reading this... I'm hoping it won't get lost. 

I've got a forever-alone friend who is trying to find a girlfriend. He's mid 40s and the nicest guy I know. A real friend, and someone who would really treat a woman well. 

Problem is, he's intensely shy and socially awkward. Meeting in a club/bar/social thing isn't going to work, and one of those speed dating things would probably kill him. My wife and I are a bit younger, and don't know anyone we can set him up with, nor do any of our friends/etc. We've basically exhausted any type of contact we might have. 

My wife and I have been helping him look on dating sites and we help him send really good messages that show he was really reading the recipient's profile, paying attention to detail, showing common interests, etc. That kind of stuff worked really well for me when i was looking. He doesn't really get much of a response. A few bites that disappeared after a couple emails, just before he was going to ask them out. He's joined some local meetup-style things for hobbies, but the women in them are all there with their husbands/boyfriends. 

FWIW, he's in very good shape, and my wife*, sister, all the women i know all think he's not bad looking... He's got a good job, good education, he's well off (but not rich enough to sell himself on that), etc. 

*yes, make your joke here, etc

Any suggestions? We were thinking of a matchmaking service -- are any of those things real/legit?

Provide a brief overview of the text.
<bot>: I need suggestions for finding a woman for my middle-aged friend who would be a good catch if someone would take the time to meet him.