MattG comments on Open Thread, Jun. 22 - Jun. 28, 2015 - Less Wrong Discussion
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Does anyone know about any programs for improving confidence in social situations and social skills that involve lots of practice (in real world situations or in something scripted/roleplayed)? Reading through books on social skills (ie. How to Win Friends and Influence People) seems to provide a lot of tips that would be useful to implement in real life, but they don't seem to stick without actually practicing them. The traditional advice to find a situation in your own life that you would already be involved in hasn't worked well for me because it is missing features that would be good for learning (sporadic, not repeatable, can't get feedback from someone who knows what they are doing on your performance, have a lot of things going on beyond the aspects you want to focus on, things can move on without giving you time to think, etc.). For example, this might look like a workshop that involved a significant amount of time pairing up with other participants and practicing small talk, with breaks in between to cool down, get feedback, and learn new tips to practice in later rounds.
There's a number of "game" related courses that take this approach. Most of these programs involve going out, and continually approaching and interacting with people, with specific goals in mind.
There's the connection course (This one is probably the closest you're looking for, as he's reworked it to remove all "gamey" stuff, and just focused on social interactions): http://markmanson.net/connection-course
There's the Collection of Confidence: http://www.amazon.com/The-Collection-Of-Confidence-HYPNOTICA/product-reviews/B000NPXWT8
Stylelife academy: http://web.stylelife.com/
Ars Amorata: http://www.zanperrion.com/arsamorata.php
and a whole bunch more.
Edt: in my area at least, there's also practice groups for Non-violent communication on meetup.com