I dunno. I'm reasonably well adjusted and apparently even decently attractive, and I still have a super hard time with the whole asking people out thing. I've been lucky enough to have people ask me out but otherwise I'm not sure I'd have had much luck dating at all.
This tool doesn't do what I'd want, but a tool that did would be kinda neat :)
That's most of the demographic for this product. The number of over-25 people, not in a committed relationship, who still haven't figured out how to ask people out, is pretty small.