Before being able to jump in and do approaches you're friend needs to work on his inner game i.e. confidence, self esteem etc. So things like getting some new clothes, different haircut or just things such as hanging around guy friends having a laugh could also help, that's if he wants to be helped.
If you want to know more about inner game there's a section on it in Bang which covers the topic briefly which should be a start.
If you want to know more about inner game there's a section on it in Bang which covers the topic briefly which should be a start.